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 compound

Info

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
Application number
JP10975778A
Other languages
Japanese (ja)
Inventor
Masao Sato
Fumie Satou
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to JP10975778A priority Critical patent/JPS5536422A/en
Publication of JPS5536422A publication Critical patent/JPS5536422A/en
Pending legal-status Critical Current

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Classifications

    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements 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
JP10975778A 1978-09-08 1978-09-08 Preparation of allene derivative by cross-coupling of organic aluminum compound and propargyl compound Pending JPS5536422A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (3)

* Cited by examiner, † Cited by third party
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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