GB1457337A - Process for preparing cis-olefinic compounds - Google Patents
Process for preparing cis-olefinic compoundsInfo
- Publication number
- GB1457337A GB1457337A GB4778774A GB4778774A GB1457337A GB 1457337 A GB1457337 A GB 1457337A GB 4778774 A GB4778774 A GB 4778774A GB 4778774 A GB4778774 A GB 4778774A GB 1457337 A GB1457337 A GB 1457337A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cis
- group
- olefinic compounds
- tridecenol
- tetradecenol
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
- C07C1/34—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen reacting phosphines with aldehydes or ketones, e.g. Wittig reaction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1457337 Cis-olefinic compounds HOECHST AG 5 Nov 1974 [7 Nov 1973] 47787/74 Heading C2C [Also in Division C5] Cis-olefinic compounds of formula in which R is a straight-chain or branched alkyl group (1-15C) or alkenyl group (2-15C), and R<SP>1</SP> is a straight chain or branched alkyl group (1-20C) or alkenyl group (2-20C), each of which may be substituted in the 3-position or a more remote position relative to an olefine group by a hydroxy or lower carbalkoxy group or an acyloxy group (1-3C), are prepared by dissolving an alkali metal or alkaline earth metal in a hexaalkylphosphoric triamide, adding a phosphonium salt R-CH 2 -P<SP>(+)</SP>(C 6 H 5 ) 3 Br<SP>(-)</SP>, adding an aldehyde and isolating the product. The aldehyde may be prepared in situ by addition of oxygen to the ylide solution. Examples describe the preparation of cis-9- dodecenol-, tridecenol- and tetradecenol- 1 - acetates; cis - 11 - tridecenol-, tetradecenol- and hexadecenol-1-acetates; cis-9-tetradeceneol - 1 - formate; cis - 9 - trans - 12 - tetradecadienol - 1 - acetate; cis - 9 - dodecenyl - 1 - propionate and cis - 9 - tetradecenyl - 1 - butyrate; and the cis-9-dodecenoic and cis-9-trans-12- tetradecadienoic acid methyl esters. The compounds have a phenomone effect on lepidoptera.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19732355534 DE2355534A1 (en) | 1973-11-07 | 1973-11-07 | METHOD FOR MANUFACTURING CISOLEFINS |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1457337A true GB1457337A (en) | 1976-12-01 |
Family
ID=5897374
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4778774A Expired GB1457337A (en) | 1973-11-07 | 1974-11-05 | Process for preparing cis-olefinic compounds |
Country Status (10)
Country | Link |
---|---|
JP (1) | JPS5077303A (en) |
BE (1) | BE821951A (en) |
CA (1) | CA1048532A (en) |
CH (1) | CH605486A5 (en) |
DE (1) | DE2355534A1 (en) |
FR (1) | FR2249860B1 (en) |
GB (1) | GB1457337A (en) |
IL (1) | IL45977A (en) |
IT (1) | IT1025448B (en) |
NL (1) | NL7414299A (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU176515B (en) * | 1978-04-21 | 1981-03-28 | Egyt Gyogyszervegyeszeti Gyar | Composition for enticing male agrotis of cabbage |
DE2834872A1 (en) * | 1978-08-09 | 1980-02-21 | Hoechst Ag | INSECT LURE |
US6838576B1 (en) | 2003-10-23 | 2005-01-04 | 3M Innovative Properties Company | Process for preparing functional group-containing olefinic compounds |
JP2008280289A (en) * | 2007-05-10 | 2008-11-20 | Jfe Chemical Corp | Method for producing unsaturated compound having 1-methyleneindane skeleton |
-
1973
- 1973-11-07 DE DE19732355534 patent/DE2355534A1/en active Pending
-
1974
- 1974-11-01 NL NL7414299A patent/NL7414299A/en unknown
- 1974-11-01 IL IL45977A patent/IL45977A/en unknown
- 1974-11-04 CH CH1475574A patent/CH605486A5/xx not_active IP Right Cessation
- 1974-11-05 IT IT29133/74A patent/IT1025448B/en active
- 1974-11-05 GB GB4778774A patent/GB1457337A/en not_active Expired
- 1974-11-06 CA CA74213170A patent/CA1048532A/en not_active Expired
- 1974-11-06 JP JP49127254A patent/JPS5077303A/ja active Pending
- 1974-11-07 BE BE150296A patent/BE821951A/en unknown
- 1974-11-07 FR FR7436923A patent/FR2249860B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR2249860B1 (en) | 1978-02-24 |
IL45977A (en) | 1977-12-30 |
DE2355534A1 (en) | 1975-09-11 |
CA1048532A (en) | 1979-02-13 |
JPS5077303A (en) | 1975-06-24 |
FR2249860A1 (en) | 1975-05-30 |
CH605486A5 (en) | 1978-09-29 |
BE821951A (en) | 1975-05-07 |
IL45977A0 (en) | 1975-02-10 |
IT1025448B (en) | 1978-08-10 |
NL7414299A (en) | 1975-05-12 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |