JPS56145243A - Preparation of cis-8-dodecenyl acetate - Google Patents
Preparation of cis-8-dodecenyl acetateInfo
- Publication number
- JPS56145243A JPS56145243A JP4893380A JP4893380A JPS56145243A JP S56145243 A JPS56145243 A JP S56145243A JP 4893380 A JP4893380 A JP 4893380A JP 4893380 A JP4893380 A JP 4893380A JP S56145243 A JPS56145243 A JP S56145243A
- Authority
- JP
- Japan
- Prior art keywords
- cis
- reaction
- dibromopentane
- heptene
- chloride
- 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.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To prepare the titled compound in high yield, easily, under normal reaction conditions, by reacting the Grignard reagent of cis-3-heptene-1-chloride with 1,5-dibromopentane, and further reacting the reaction product with an alkali metal acetate.
CONSTITUTION: The Grignard reagent of cis-3-heptene-1-chloride is made to react with 1,5-dibromopentane pref. in the presence of a catalyst such as LiCuCl2 and/or Li2CuCl4, etc., in tetrahydrofuran at 0W40°C, under controlled conditions. cis-8- Dodecene-1-bromide obtained in high yield by the above reaction, is subjected to the thermal reaction with an alkali metal acetate under reflux, cooled, and mixed with water. The organic layer is separated, and distilled under reduced pressure to obtain the objective compound which is a sex pheromone of oriental fruit moth in a yield of as high as ≥95%.
EFFECT: All raw materials are available easily, at low cost, the reaction process is simple, and the objective compound can be prepared economically, in an industrial scale.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4893380A JPS56145243A (en) | 1980-04-14 | 1980-04-14 | Preparation of cis-8-dodecenyl acetate |
DE8181102780T DE3162481D1 (en) | 1980-04-14 | 1981-04-10 | Method for the preparation of cis-alkenyl bromide and acetate |
EP81102780A EP0038052B1 (en) | 1980-04-14 | 1981-04-10 | Method for the preparation of cis-alkenyl bromide and acetate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4893380A JPS56145243A (en) | 1980-04-14 | 1980-04-14 | Preparation of cis-8-dodecenyl acetate |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS56145243A true JPS56145243A (en) | 1981-11-11 |
JPS6118538B2 JPS6118538B2 (en) | 1986-05-13 |
Family
ID=12817053
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4893380A Granted JPS56145243A (en) | 1980-04-14 | 1980-04-14 | Preparation of cis-8-dodecenyl acetate |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS56145243A (en) |
-
1980
- 1980-04-14 JP JP4893380A patent/JPS56145243A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6118538B2 (en) | 1986-05-13 |
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