The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Sep. 21, 1976

Filed:

Apr. 30, 1968
Applicant:
Inventor:

George Hermann Buchi, Cambridge, MA (US);

Assignee:

Firmenich S.A., Geneva, CH;

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C / ;
U.S. Cl.
CPC ...
2605 / ; 2603 / ;
Abstract

The invention provides a method for the preparation of 2-cyclopenten-1-one derivatives. The process involves metalating 2-methylfuran in the 5-position by an interchange reaction with an alkali metal-organic compound, condensing the resulting metal derivative of 2-methylfuran with a halide of the formula R--CH.sub.2 --X, wherein R represents an unsubstituted acyclic hydrocarbon radical which is free of triple bonds, comprises from 0 to 2 double bonds and contains from 3 to 5 carbon atoms and X represents a halogen, in order to form a 2,5-disubstituted furan of the formula ##EQU1## treating the disubstituted furan with an acidic agent to cause the opening of the furan ring and the formation of a dione of the formula ##EQU2## and cyclizing the dione by a treatment with alkali. The invention also provides certain novel 2-cyclopenten-1-one derivatives which are useful as fragrant ingredients in the manufacture of perfume compositions and which constitute valuable starting materials in the manufacture of other useful organic compounds.


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