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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
ABSTRAKT

(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.

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Sigma-Aldrich
Vinyl bromide solution, 1.0 M in THF