Process for producing 2-keto-L-gulonic acid esters

Details Process for producing 2-keto-L-gulonic acid esters Process for producing 2-keto-L-gulonic acid esters

1997-05-19

1998-04-28

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560186, C07C 6966

Patent

active

057446342

ABSTRACT:
A process for the manufacture of methyl or ethyl 2-keto-L-gulonate by esterifying 2-keto-L-gulonic acid with methanol or ethanol continuously in the presence of an acidic ion exchanger in the temperature range between room temperature and about 80.degree. C. and with average residence times between about 10 and about 120 minutes and with superficial velocities of about 0.5 m/h to about 7.5 m/h. The esterification is advantageously carried out under slight over-pressure. The thus-manufactured esters are important intermediates for the synthesis of vitamin C and the respective esterification product can be converted directly into vitamin C by lactonization.

REFERENCES:
patent: 5128487 (1992-07-01), Tomislav et al.
Chemical Abstract 64:12784C.
English Abstract for EP# 0 403 351.
Drefahal, J. Prakt. Chem. Bd. 1, pp. 153-156 (1955).
T.A. Melentyeva, et al. Chemical Abstracts, 271553f vol. 119, No. 25 (1993).
Derwent Abstract Basic No. 19,401 (1965).
Gao et al, Kinetics of esterification of 2 keto L gulonic acid with methanol on ion exchange resin catalyst, Fudan Xuebao, Ziran Kexueban (1986) 25(2) 163 8.

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