ES481891A1 - Procedimiento para la obtencion de derivados de ciclopentenovarias veces sustituidos. - Google Patents

Procedimiento para la obtencion de derivados de ciclopentenovarias veces sustituidos.

Info

Publication number
ES481891A1
ES481891A1 ES481891A ES481891A ES481891A1 ES 481891 A1 ES481891 A1 ES 481891A1 ES 481891 A ES481891 A ES 481891A ES 481891 A ES481891 A ES 481891A ES 481891 A1 ES481891 A1 ES 481891A1
Authority
ES
Spain
Prior art keywords
signifies
polysubstituted
hydroxymethyl
cyclopentene derivatives
derivatives
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES481891A
Other languages
English (en)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dragoco Gerberding and Co GmbH
Original Assignee
Dragoco Gerberding and Co GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dragoco Gerberding and Co GmbH filed Critical Dragoco Gerberding and Co GmbH
Publication of ES481891A1 publication Critical patent/ES481891A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/05—Alcohols containing rings other than six-membered aromatic rings
    • C07C33/12—Alcohols containing rings other than six-membered aromatic rings containing five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/225—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)

Abstract

Procedimiento para la obtención de derivados de ciclopenteno varias veces sustituidos de fórmula general I **(Fórmula)** donde R1 significa un grupo alquilo inferior con 1-3 átomos de carbono y R2 significa un grupo hidroximetilo, acetoximetilo o formilo, y la línea ondulada significa formas epímeras en el átomo de carbono 1, caracterizado porque canfolenaldehido se hace reaccionar en forma en sí conocida mediante reacción según Wittig con ésteres de ácido alfa-bromo-alcánico con 3 hasta 5 átomos de carbono y el compuesto obtenido después de hidrogenación catalítica en sí conocida al correspondiente carbinol, o canfolenaldehido se hace reaccionar en forma en sí conocida mediante aldolcondensación catalizada por bases con aldehidos alifáticos con 3 hasta 5 átomos de carbono o con los correspondientes ésteres de vinilalquilo sustituidos bajo catálisis por BF3, y los aldehidos insaturados obtenidos de esta manera se reducen según hidrogenación catalítica en sí conocida del enlace doble de la cadena lateral a los carbinoles saturados y, en caso dado, en forma en sí conocida el grupo alcohol de los alcoholes alílicos o carbinoles se esterifican con un ácido carboxílico, especialmente ácido acético.
ES481891A 1978-06-26 1979-06-25 Procedimiento para la obtencion de derivados de ciclopentenovarias veces sustituidos. Expired ES481891A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2827957A DE2827957C2 (de) 1978-06-26 1978-06-26 Cyclopenten-Derivate, Verfahren zu deren Herstellung und ihre Verwendung als Riechstoffe

Publications (1)

Publication Number Publication Date
ES481891A1 true ES481891A1 (es) 1980-02-16

Family

ID=6042769

Family Applications (1)

Application Number Title Priority Date Filing Date
ES481891A Expired ES481891A1 (es) 1978-06-26 1979-06-25 Procedimiento para la obtencion de derivados de ciclopentenovarias veces sustituidos.

Country Status (10)

Country Link
US (1) US4318831A (es)
JP (1) JPS6024776B2 (es)
AT (1) AT366908B (es)
CH (1) CH645088A5 (es)
DD (1) DD144358A5 (es)
DE (1) DE2827957C2 (es)
ES (1) ES481891A1 (es)
FR (1) FR2438028A1 (es)
GB (1) GB2024208B (es)
NL (1) NL183998C (es)

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2935683C2 (de) * 1979-09-04 1982-03-18 Dragoco Gerberding & Co Gmbh, 3450 Holzminden 2,2,3-Trimethylcyclopent-3-en-ylmethyl-substituierte alicyclische Ketone und Alkohole, Herstellungsverfahren und deren Verwendung als Riechstoffe
US4289658A (en) * 1979-09-19 1981-09-15 Fritzsche Dodge & Olcott Inc. 2-[-(2'2'3'-Trimethyl-3'-cyclopenten-1'-yl)-ethyliden]-and ethyl]-cyclopentanols
JPS57147540U (es) * 1981-03-11 1982-09-16
JPS58105869U (ja) * 1982-01-11 1983-07-19 柴山　武久 陶管
US4851050A (en) * 1983-02-16 1989-07-25 Givaudan Corporation α-campholenic alcohol, dihydro-α-campholenic alcohol and lower acyl esters thereof as tobacco flavorants
US4766002A (en) * 1983-02-16 1988-08-23 Givaudan Corporation Flavoring with α-campholenic alcohol
EP0116903B1 (en) * 1983-02-16 1988-09-14 L. GIVAUDAN & CIE Société Anonyme Flavour compositions containing campholenic alcohol or derivatives thereof
DE3562901D1 (en) * 1984-03-23 1988-06-30 Firmenich & Cie Hydroxylated derivatives of campholenic aldehyde, their use as flavouring agents and flavouring compositions containing them
DE3441902C1 (de) * 1984-11-16 1986-01-30 Dragoco Gerberding & Co Gmbh, 3450 Holzminden 4-(2,2,3-Trimethylcyclopent-3-en-1-yl)-but-3-en-1-ole,Verfahren zu deren Herstellung und Verwendung als Riechstoffe
US4627935A (en) * 1985-02-06 1986-12-09 International Flavors & Fragrances Inc. 2-isopropenyl-5-methylcyclopentanealkanols, esters thereof and organoleptic uses of same
US4619781A (en) * 1985-09-20 1986-10-28 International Flavors & Fragrances Inc. Process for preparing mixture containing 2-campholenylidenbutanol, product produced thereby and perfumery uses thereof
JPS62113070U (es) * 1986-01-10 1987-07-18
JPS62139968U (es) * 1986-02-26 1987-09-03
US4895908A (en) * 1987-09-28 1990-01-23 Eastman Kodak Company Cyclopentadienylethanol and bis(2-hydroxyethyl)dicyclopentadiene esters and grafts thereof on carboxyl modified polyolefins
DE69307188T2 (de) * 1992-06-02 1997-06-26 Firmenich & Cie Ungesättigte cyclische Alkohole, ihre Anwendung als Riechstoffbestandteile und deren Zwischenprodukte
DE69425856T2 (de) * 1993-08-17 2001-04-12 Firmenich & Cie Verwendung in Parfumerie vom optisch aktiven Isomeren des (E)-3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol
DE19520103A1 (de) * 1995-06-01 1996-12-05 Henkel Kgaa Verfahren zur Herstellung von Alkyl-substituierten Butenolen
DE69708368T2 (de) * 1996-04-09 2002-09-26 Givaudan Sa Cyclopentanbutanolderivate als Duftstoffe
JP3400291B2 (ja) * 1996-09-17 2003-04-28 高砂香料工業株式会社 （ｅ）−（ｒ）−２−アルキル−４−（２，２，３−トリメチルシクロペント−３−エン−１−イル）−２−ブテン−１−オール誘導体、その製造方法および用途
DE10022971B4 (de) * 2000-05-11 2010-12-23 Kao Corporation Verwendung von 4-(2,2,3-Trimethylcyclopentan-1-yl)-2-methylbutanal als Riechstoff
CN101579292A (zh) * 2002-08-09 2009-11-18 花王株式会社 香料组合物
JP4323271B2 (ja) 2002-09-27 2009-09-02 花王株式会社 バレロラクトン化合物及び香料組成物
JP5137249B2 (ja) * 2002-09-27 2013-02-06 花王株式会社 香料組成物
EP2236487B1 (en) 2009-04-02 2015-09-02 International Flavors & Fragrances Inc. Processes for producing levosandal
CN101891594B (zh) * 2010-07-21 2013-03-20 浙江新化化工股份有限公司 2-龙脑烯基丙醇的合成方法
CN103449988B (zh) * 2013-08-30 2015-11-18 广州百花香料股份有限公司 一种2-亚龙脑烯基丙醛的生产方法
WO2020098927A1 (en) * 2018-11-14 2020-05-22 Givaudan Sa Acetate compounds useful as odorants
WO2023232242A1 (en) * 2022-06-01 2023-12-07 Symrise Ag Fragrance mixture

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE68936C (de) * J. BENK in Dresden-Altstadt Selbsteinkassirender Kraftmesser
DE1922391U (de) 1965-04-17 1965-08-26 Josef Thombansen Vorrichtung fuer theken zum auffangen von beim zapfen ueberfliessendem bier.
CH566113A5 (es) * 1973-02-09 1975-09-15 Firmenich & Cie
DE2513996C3 (de) * 1975-03-29 1979-12-20 Basf Ag, 6700 Ludwigshafen Cyc lopentenderivate
US4052341A (en) * 1976-04-29 1977-10-04 Givaudan Corporation 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol compound and perfume compositions
US4149020A (en) * 1978-04-05 1979-04-10 International Flavors & Fragrances Inc. Intermediate for preparation of 2,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol
US4219451A (en) * 1978-08-10 1980-08-26 International Flavors & Fragrances Inc. 2,2,3-Trimethyl-3-cyclopenten-1-ylalkenyl and alkylidene secondary alcohols in perfume compositions

Also Published As

Publication number Publication date
JPS554374A (en) 1980-01-12
GB2024208A (en) 1980-01-09
AT366908B (de) 1982-05-25
CH645088A5 (de) 1984-09-14
US4318831A (en) 1982-03-09
FR2438028B1 (es) 1984-08-24
GB2024208B (en) 1982-12-22
FR2438028A1 (fr) 1980-04-30
NL7904830A (nl) 1979-12-28
DE2827957C2 (de) 1982-03-18
DD144358A5 (de) 1980-10-15
NL183998C (nl) 1989-03-16
NL183998B (nl) 1988-10-17
ATA443179A (de) 1981-10-15
JPS6024776B2 (ja) 1985-06-14
DE2827957A1 (de) 1980-01-10

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 20000217