JPS55111428A - Preparation of cis-olefin derivative - Google Patents
Preparation of cis-olefin derivativeInfo
- Publication number
- JPS55111428A JPS55111428A JP1620879A JP1620879A JPS55111428A JP S55111428 A JPS55111428 A JP S55111428A JP 1620879 A JP1620879 A JP 1620879A JP 1620879 A JP1620879 A JP 1620879A JP S55111428 A JPS55111428 A JP S55111428A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- cis
- acetylene
- alkyl
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 abstract 5
- -1 halide compound Chemical class 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 150000001298 alcohols Chemical class 0.000 abstract 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 2
- QMMFVYPAHWMCMS-UHFFFAOYSA-N dimethyl monosulfide Natural products CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 abstract 2
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract 2
- AVUOKAVWKCTLFP-UHFFFAOYSA-N 6-iodohexyl acetate Chemical compound CC(=O)OCCCCCCI AVUOKAVWKCTLFP-UHFFFAOYSA-N 0.000 abstract 1
- MUZGQHWTRUVFLG-SREVYHEPSA-N 7Z-Dodecenyl acetate Chemical compound CCCC\C=C/CCCCCCOC(C)=O MUZGQHWTRUVFLG-SREVYHEPSA-N 0.000 abstract 1
- 229910021589 Copper(I) bromide Inorganic materials 0.000 abstract 1
- 241000238631 Hexapoda Species 0.000 abstract 1
- 239000000877 Sex Attractant Substances 0.000 abstract 1
- MUZGQHWTRUVFLG-UHFFFAOYSA-N Z7-12:OAc Natural products CCCCC=CCCCCCCOC(C)=O MUZGQHWTRUVFLG-UHFFFAOYSA-N 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 125000002577 pseudohalo group Chemical group 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To prepare the title compound useful as a sex attractant of insects, in high yield, by a novel process comprising successive reactions of a cuprous halide compound, a lithium halide, an alkyl Grignard compound, acetylene, and an alcohol derivative.
CONSTITUTION: The objective compound of formula III, e.g. cis-7-dodecen-1-ol acetate, is prepared by adding (a) a cuprous halide compound such as cuprous bromide dimethylsulfide complex, (b) an alkyl Grignard compound of formula I (R is alkyl; X is halogen), (c) acetylene, (d) pref. tri-valent phosphorus compound, and (e) an alcohol derivative of formula II (R' is R or alkylcarbonyl; Y is alkylene, etc.; Z is X or halogenoid), e.g. 6-iodo-1-hexanol acetate, successively in a single reaction vessel and made to react at -70°C to room temperature in an inert gas stream.
EFFECT: The compound is obtained from an industrially available raw material using a single reaction vessel.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1620879A JPS55111428A (en) | 1979-02-16 | 1979-02-16 | Preparation of cis-olefin derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1620879A JPS55111428A (en) | 1979-02-16 | 1979-02-16 | Preparation of cis-olefin derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS55111428A true JPS55111428A (en) | 1980-08-28 |
Family
ID=11910089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1620879A Pending JPS55111428A (en) | 1979-02-16 | 1979-02-16 | Preparation of cis-olefin derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55111428A (en) |
-
1979
- 1979-02-16 JP JP1620879A patent/JPS55111428A/en active Pending
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