JPS5686128A - Production of cyclopentenone - Google Patents

Production of cyclopentenone

Info

Publication number
JPS5686128A
JPS5686128A JP16351079A JP16351079A JPS5686128A JP S5686128 A JPS5686128 A JP S5686128A JP 16351079 A JP16351079 A JP 16351079A JP 16351079 A JP16351079 A JP 16351079A JP S5686128 A JPS5686128 A JP S5686128A
Authority
JP
Japan
Prior art keywords
produce
cyclopentenone
high yield
formula
methylfuran
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
JP16351079A
Other languages
Japanese (ja)
Other versions
JPS6228935B2 (en
Inventor
Toshio Tanaka
Takeshi Yu
Takeo Oba
Kenzo Watanabe
Kiyoshi Sakauchi
Noriaki Okamura
Seiji Kurozumi
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.)
Teijin Ltd
Original Assignee
Teijin 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 Teijin Ltd filed Critical Teijin Ltd
Priority to JP16351079A priority Critical patent/JPS5686128A/en
Publication of JPS5686128A publication Critical patent/JPS5686128A/en
Publication of JPS6228935B2 publication Critical patent/JPS6228935B2/ja
Granted legal-status Critical Current

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
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Pyrane Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

PURPOSE: The intramolecular condensation of 4-keto-2-pentenal is, when necessary, followed by protection of the hydroxyl to produce the titled compound, which is used as a synthetic intermediate of medicine such as prostaglandin or agricutual chemical using a readily available raw material in high yield.
CONSTITUTION: The ketoaldehyde of formula I, which is readily derived from readily available and inexpensive 2-methylfuran through 2,5-dihydro-2,5-dimethoxy- 2-methylfuran, is subjected to intramolecular condensation and the hydroxyl of the product is, when necessary, protected to produce the cyclopentenone of formula II (R is H, protecting group) in high yield. The product is made to react with an organocopper compound of R2Cu (R2 is 1W20C organic group) in a nonprotonic inert organic solvent in the presence of a trivalent phosphorus compound to produce the cyclopentenone of formula III used as an intermediate of prostaglandin in high yield.
COPYRIGHT: (C)1981,JPO&Japio
JP16351079A 1979-12-18 1979-12-18 Production of cyclopentenone Granted JPS5686128A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP16351079A JPS5686128A (en) 1979-12-18 1979-12-18 Production of cyclopentenone

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16351079A JPS5686128A (en) 1979-12-18 1979-12-18 Production of cyclopentenone

Publications (2)

Publication Number Publication Date
JPS5686128A true JPS5686128A (en) 1981-07-13
JPS6228935B2 JPS6228935B2 (en) 1987-06-23

Family

ID=15775229

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16351079A Granted JPS5686128A (en) 1979-12-18 1979-12-18 Production of cyclopentenone

Country Status (1)

Country Link
JP (1) JPS5686128A (en)

Also Published As

Publication number Publication date
JPS6228935B2 (en) 1987-06-23

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