JPS5536422A - Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compound - Google Patents
Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compoundInfo
- Publication number
- JPS5536422A JPS5536422A JP10975778A JP10975778A JPS5536422A JP S5536422 A JPS5536422 A JP S5536422A JP 10975778 A JP10975778 A JP 10975778A JP 10975778 A JP10975778 A JP 10975778A JP S5536422 A JPS5536422 A JP S5536422A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- propargyl
- organic aluminum
- aluminum compound
- cross
- 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
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 an allene derivative having two terminal double bonds, under mild conditions, by the cross-coupling reaction of a propargyl compound with an organic aluminum compound in the presence of a catalytic amount of a copper compound.
CONSTITUTION: A propargyl compound of formula I (X is halogen), e.g. 3- bromo-1-propyne, is made to react with an organic aluminum compound in the presence of a catalytic amount of a copper compound at room temperature to afford an allene compound of formula II (R is organic group). The organic aluminum compound is the one having Al-R bond, e.g. a compound of AlR3 or LiAlR4. When the organic lithium aluminum compound is prepared by the hydroalumination of an olefin in ether, it is used, without separating from the reaction mixture, to the reaction with the propargyl compound and the catalyst. The catalyst is, e.g. CuCl.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10975778A JPS5536422A (en) | 1978-09-08 | 1978-09-08 | Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compound |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10975778A JPS5536422A (en) | 1978-09-08 | 1978-09-08 | Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compound |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5536422A true JPS5536422A (en) | 1980-03-14 |
Family
ID=14518461
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10975778A Pending JPS5536422A (en) | 1978-09-08 | 1978-09-08 | Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compound |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5536422A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006257006A (en) * | 2005-03-16 | 2006-09-28 | Tosoh F-Tech Inc | Method for producing allene having fluorine-containing alkyl group |
CN104193568A (en) * | 2014-08-06 | 2014-12-10 | 浙江大学 | Synthesis method of 1,3-disubstituted allene with high optical activity |
WO2023046096A1 (en) * | 2021-09-27 | 2023-03-30 | 中国科学院上海有机化学研究所 | Preparation method for 1,3-disubstituted allene compound at room temperature based on metal carbene catalytic system |
-
1978
- 1978-09-08 JP JP10975778A patent/JPS5536422A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006257006A (en) * | 2005-03-16 | 2006-09-28 | Tosoh F-Tech Inc | Method for producing allene having fluorine-containing alkyl group |
CN104193568A (en) * | 2014-08-06 | 2014-12-10 | 浙江大学 | Synthesis method of 1,3-disubstituted allene with high optical activity |
WO2023046096A1 (en) * | 2021-09-27 | 2023-03-30 | 中国科学院上海有机化学研究所 | Preparation method for 1,3-disubstituted allene compound at room temperature based on metal carbene catalytic system |
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