JPS56167637A - Preparation of 7,11-hexadecadienyl acetate - Google Patents

Preparation of 7,11-hexadecadienyl acetate

Info

Publication number
JPS56167637A
JPS56167637A JP7174080A JP7174080A JPS56167637A JP S56167637 A JPS56167637 A JP S56167637A JP 7174080 A JP7174080 A JP 7174080A JP 7174080 A JP7174080 A JP 7174080A JP S56167637 A JPS56167637 A JP S56167637A
Authority
JP
Japan
Prior art keywords
octene
halo
lindlar catalyst
octyne
dibromo
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
Application number
JP7174080A
Other languages
Japanese (ja)
Other versions
JPS6118539B2 (en
Inventor
Toshinobu Ishihara
Akira Yamamoto
Kenichi Taguchi
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.)
Shin Etsu Chemical Co Ltd
Original Assignee
Shin Etsu Chemical Co Ltd
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 Shin Etsu Chemical Co Ltd filed Critical Shin Etsu Chemical Co Ltd
Priority to JP7174080A priority Critical patent/JPS56167637A/en
Priority to DE8181103926T priority patent/DE3165969D1/en
Priority to EP81103926A priority patent/EP0040829B1/en
Priority to US06/266,614 priority patent/US4391984A/en
Publication of JPS56167637A publication Critical patent/JPS56167637A/en
Publication of JPS6118539B2 publication Critical patent/JPS6118539B2/ja
Granted legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE: To obtain the titled compound useful for sex pheromone substance of pink bollworms, readily and in high yield, by the preparation of a 1-halo-3-octene and 1,8-dibromo-1-octyne as raw materials, then acetylation and further partial hydrogenation in the presence of a Lindlar catalyst.
CONSTITUTION: A 1-halo-3-octene expressed by the formula (X is halogen) is reacted with metallic magnesium to prepare a Grignard reagent, which is then reacted with a 1,8-dibromo-1-octyne to form a 1-bromo-hexadec-11-en-7-yne. The resultant substance is acetylated and further partially hydrogenated in the presence of a Lindlar catalyst, to give the aimed compound. A 1-halo-3-octene as the raw material is obtained by the halogenation of cis-3-octen-1-ol prepared by the partial catalytic hydrogenation of 3-octyn-1-ol in the presence of the Lindlar catalyst. The resultant halide is transformed to the trans isomer by heat-treating in the presence of metallic selenium, and a mixture of cis and trans isomers is obtained. Therefore, the aimed compound is given in a mixture of the (Z,Z)-form with the (Z,E)-form.
COPYRIGHT: (C)1981,JPO&Japio
JP7174080A 1980-05-26 1980-05-29 Preparation of 7,11-hexadecadienyl acetate Granted JPS56167637A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP7174080A JPS56167637A (en) 1980-05-29 1980-05-29 Preparation of 7,11-hexadecadienyl acetate
DE8181103926T DE3165969D1 (en) 1980-05-26 1981-05-21 Alkynyl halide compounds and alkenyl acetate compounds therefrom
EP81103926A EP0040829B1 (en) 1980-05-26 1981-05-21 Alkynyl halide compounds and alkenyl acetate compounds therefrom
US06/266,614 US4391984A (en) 1980-05-26 1981-05-22 Alkynyl halide compounds and alkenyl acetate compounds therefrom

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7174080A JPS56167637A (en) 1980-05-29 1980-05-29 Preparation of 7,11-hexadecadienyl acetate

Publications (2)

Publication Number Publication Date
JPS56167637A true JPS56167637A (en) 1981-12-23
JPS6118539B2 JPS6118539B2 (en) 1986-05-13

Family

ID=13469218

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7174080A Granted JPS56167637A (en) 1980-05-26 1980-05-29 Preparation of 7,11-hexadecadienyl acetate

Country Status (1)

Country Link
JP (1) JPS56167637A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH036996Y2 (en) * 1984-11-08 1991-02-21
JPS6415798A (en) * 1987-07-09 1989-01-19 Matsushita Electric Ind Co Ltd Expression apparatus for electronic musical instrument
JPS6468796A (en) * 1987-09-09 1989-03-14 Matsushita Electric Ind Co Ltd Expression apparatus for electronic musical instrument

Also Published As

Publication number Publication date
JPS6118539B2 (en) 1986-05-13

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