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  • Stereoselective hydroxycarbonylation of vinyl bromides to alpha,beta-unsaturated carboxylic acids in the ionic liquid [BMIM]PF6.

Stereoselective hydroxycarbonylation of vinyl bromides to alpha,beta-unsaturated carboxylic acids in the ionic liquid [BMIM]PF6.

The Journal of organic chemistry (2006-05-06)
Xiaodan Zhao, Howard Alper, Zhengkun Yu
ABSTRACT

(E/Z)-isomers containing vinyl bromides were stereoselectively carbonylated to the corresponding (E)-alpha,beta-ethylenic carboxylic acids in the ionic liquid [BMIM]PF6. Vinyl dibromides also underwent hydroxycarbonylation to give monoacids. The products are pure by proton NMR spectroscopic determination without purification by silica gel column chromatography or recrystallization.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Vinyl bromide, 98%
Sigma-Aldrich
Vinyl bromide solution, 1.0 M in THF