Preparation of (E)- and (Z)-2-methyl-2-butenoic acids

Details Preparation of (E)- and (Z)-2-methyl-2-butenoic acids Preparation of (E)- and (Z)-2-methyl-2-butenoic acids

2007-05-22

2007-05-22

Ramirez, Delia M (Department: 1652)

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing oxygen-containing organic compound

C435S128000, C435S176000, C435S177000, C435S174000, C435S252300, C435S252330, C435S320100, C435S227000, C435S018000, C435S280000, C536S023200, C530S350000

Reexamination Certificate

active

11338471

ABSTRACT:
A method has been developed to prepare (E)- and (Z)-2-methyl-2-butenoic acids (2M2BA) from a mixture of (E,Z)-2-methyl-2-butenenitriles (2M2BN) by the regioselective hydrolysis of (E)-2M2BN to (E)-2-methyl-2-butenoic acid (2M2BA) using enzyme catalysts having either a nitrilase activity or a combination of nitrile hydratase and amidase activities. The method provides high yields without significant conversion of (Z)-2M2BN to (Z)-2M2BA. The regioselective hydrolysis of (E)-2M2BN to (E)-2M2BA makes possible the facile separation of (E)-2M2BA from (Z)-2M2BN or (Z)-2-methyl-2-butenamide (2M2BAm), and the subsequent conversion of (Z)-2M2BN or (Z)-2M2BAm to (Z)-2M2BA.

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