GB881535A - New saturated tricyclic ether compounds with an odour of the ambergris type - Google Patents

New saturated tricyclic ether compounds with an odour of the ambergris type

Info

Publication number
GB881535A
GB881535A GB2366/59A GB236659A GB881535A GB 881535 A GB881535 A GB 881535A GB 2366/59 A GB2366/59 A GB 2366/59A GB 236659 A GB236659 A GB 236659A GB 881535 A GB881535 A GB 881535A
Authority
GB
United Kingdom
Prior art keywords
formula
odour
ether compounds
saturated tricyclic
hydrogen
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
GB2366/59A
Inventor
Robert Enninga
Gerrit Jan Beets
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.)
Polak and Schwarz International NV
Original Assignee
Polak and Schwarz International NV
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 Polak and Schwarz International NV filed Critical Polak and Schwarz International NV
Priority to GB2366/59A priority Critical patent/GB881535A/en
Priority to CH65560A priority patent/CH414673A/en
Priority to US3717A priority patent/US3045028A/en
Priority to DEP24310A priority patent/DE1134784B/en
Publication of GB881535A publication Critical patent/GB881535A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/92—Naphthofurans; Hydrogenated naphthofurans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C07C35/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
    • C07C35/36—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system being a (4.4.0) system, e.g. naphols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
    • 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
    • C11B9/0069—Heterocyclic compounds
    • C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/0076—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing less than six atoms
    • 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
    • C11B9/0069—Heterocyclic compounds
    • C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/008—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

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

Abstract

The invention comprises saturated tricyclic ethers of the general formula <FORM:0881535/IV (b)/1> in which both the symbols R represent methyl or one represents methyl and the other hydrogen. They may be prepared by cyclising a compound of formula <FORM:0881535/IV (b)/2> or <FORM:0881535/IV (b)/3> by heating in the presence of an acid dehydration catalyst and, in the case of a compound of the latter formula, catalytic hydrogenation of the double bond. The diols used as starting materials may be obtained by condensation of myrcene with either citraconic or pyrocinchonic anhydride followed by cyclisation and reduction. Alternatively, the diols may be prepared by treating a lactone of formula <FORM:0881535/IV (b)/4> or <FORM:0881535/IV (b)/5> with sodium and an alcohol.ALSO:Tricyclic ethers of general formula <FORM:0881535/VI/1> in which both the symbols R represent methyl groups or one represents methyl and the other hydrogen (see Group IV (b)), are used for perfuming materials or articles.
GB2366/59A 1959-01-22 1959-01-22 New saturated tricyclic ether compounds with an odour of the ambergris type Expired GB881535A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB2366/59A GB881535A (en) 1959-01-22 1959-01-22 New saturated tricyclic ether compounds with an odour of the ambergris type
CH65560A CH414673A (en) 1959-01-22 1960-01-21 Process for the production of new ethers with an amber smell
US3717A US3045028A (en) 1959-01-22 1960-01-21 Trimethyl-dodecahydronaphthofurans
DEP24310A DE1134784B (en) 1959-01-22 1960-01-22 Fragrance

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2366/59A GB881535A (en) 1959-01-22 1959-01-22 New saturated tricyclic ether compounds with an odour of the ambergris type

Publications (1)

Publication Number Publication Date
GB881535A true GB881535A (en) 1961-11-08

Family

ID=9738279

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2366/59A Expired GB881535A (en) 1959-01-22 1959-01-22 New saturated tricyclic ether compounds with an odour of the ambergris type

Country Status (4)

Country Link
US (1) US3045028A (en)
CH (1) CH414673A (en)
DE (1) DE1134784B (en)
GB (1) GB881535A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1593948B1 (en) * 1966-08-17 1971-08-26 Norda Essential Oiland Chemica 4 (3), 4 (3) -Dimethylperhydronaphthospiro-1,3'-tetrahydrofuran and process for its preparation
US5268355A (en) * 1992-03-06 1993-12-07 Firmenich S.A. Furan esters and their use as perfuming ingredients

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4046779A (en) * 1975-05-30 1977-09-06 Standard Oil Company (Indiana) Dibenzofuran-2,3,6,7-tetracarboxylic acid dianhydride
DE2900421A1 (en) * 1979-01-08 1980-07-24 Henkel Kgaa USE OF HYDRATED INDENOPYRANS AS A FRAGRANCE AND THESE COMPOSITIONS CONTAINING THEM
US5241089A (en) * 1992-10-23 1993-08-31 International Flavors & Fragrances Inc. Polyhydrodimethylnaphthalene spirofuran derivatives, organoleptic uses thereof and process for preparing same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1593948B1 (en) * 1966-08-17 1971-08-26 Norda Essential Oiland Chemica 4 (3), 4 (3) -Dimethylperhydronaphthospiro-1,3'-tetrahydrofuran and process for its preparation
US5268355A (en) * 1992-03-06 1993-12-07 Firmenich S.A. Furan esters and their use as perfuming ingredients

Also Published As

Publication number Publication date
DE1134784B (en) 1962-08-16
CH414673A (en) 1966-06-15
US3045028A (en) 1962-07-17

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