反应详情

Methyl(triphenyl)phosphonium bromide (774 mg, 2.166 mmol) was suspended in diethyl ether (5 ml) and potassium tert-butoxide (1.78 M in THF, 1.3 ml, 2.314 mmol) was added at 0° C. dropwise, the suspension was stirred 30 min at same temperature. A solution of ethyl trans-4-[(5-bromo-1,3-thiazol-2-yl)carbonyl]cyclohexanecarboxylate (500 mg, 1.444 mmol) in diethyl ether (1 ml) was added dropwise at 0° C. and the mixture was stirred from 0° C. to 5° C. for 1 h 20 min. The mixture was diluted with saturated ammonium chloride and extracted with EtOAc. The organic phase was washed with water, brine, dried with sodium sulfate and concentrated in vacuo. The residue was purified by chromatography on silica gel (0% to 8% EtOAc in Hexane) to afford ethyl trans-4-[1-(5-bromo-1,3-thiazol-2-yl)ethenyl]cyclohexanecarboxylate as a light yellow oil. MS ESI calc'd. for C14H8BrNO2S [M+H]+ 344, 346. found 344, 346.

1. stirringthe mixture was stirred from 0° C. to 5° C. for 1 h 20 min
2. extractionextracted with EtOAc
3. washThe organic phase was washed with water, brine
4. dry with materialdried with sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe residue was purified by chromatography on silica gel (0% to 8% EtOAc in Hexane)