Process for preparing methyl 4-oxo-5-tetradecynoate

Details Process for preparing methyl 4-oxo-5-tetradecynoate Process for preparing methyl 4-oxo-5-tetradecynoate

1987-12-21

1989-02-28

Gray, Bruce D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2604055, 558276, C11C 304

Patent

active

048083402

ABSTRACT:
A process for preparing methyl 4-oxo-5-tetradecynoate useful as an intermediate for synthesizing (R,Z)-5-dec-1-enyl-oxacyclopentan-2-one, which comprises reacting monomethyl succinate with an alkyl chlorocarbonate in the presence of a base to form an acid anhydride and reacting the acid anhydride with a Grignard reagent of 1-decyne. Methyl 4-oxo-5-tetradecynoate can be prepared in high yields at high purities by this process.

REFERENCES:
patent: 3801611 (1974-04-01), Henrick et al.
patent: 3801612 (1974-04-01), Willy et al.
Senda et al, Chemical Abstracts, vol. 100, No. 102990y (1984).
Baker et al, Chemical Abstracts, vol. 96, No. 199357g (1982).
Midland et al, Chemical Abstracts, vol. 95, No. 132585r (1981).
Baker et al, J. Chem. Soc., Perkin I, vol. 1982, pp. 69-71 (1982).

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