2-Methoxy-4-methyl-3-oxo-cyclopent-1-ene-1,4-dicarboxylic acid e

Details 2-Methoxy-4-methyl-3-oxo-cyclopent-1-ene-1,4-dicarboxylic acid e 2-Methoxy-4-methyl-3-oxo-cyclopent-1-ene-1,4-dicarboxylic acid e

1975-05-12

1977-02-08

Gerstl, Robert

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C 6974

Patent

active

040072169

ABSTRACT:
The disclosure relates to a novel process for the preparation of 3-alkyl-cyclopentane-1,2-diones and, in particular, to a novel process for the preparation of 3-methyl-cyclopentane-1,2-dione also known as Maple Lactone. The process comprises condensation of esters of glutaric acid and oxalic acid in a polar aprotic solvent in the presence of an alkali metal alkoxide to form 3,5-dicarboalkoxy-cyclopentane-1,2-dione dialkali metal salts, alkylating said salts with an alkylating agent to form a 2-alkoxy-3,5-dicarboalkoxy-5-alkyl-cyclopent-1-ene removing said solvent therefrom, and hydrolyzing the remainder with a mineral acid to form a 3-alkyl-cyclopentane-1,2-dione.

REFERENCES:
patent: 2865962 (1958-12-01), Krimon et al.
patent: 3870711 (1975-03-01), Martel et al.
March, Advanced Org. Chem., pp. 794-799 (1967).
Tonari, et al., Nippon Nogei Kagoku Kaishi, 44, 46, 1970.

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