反应 #2286360

反应方程式

ammonium chloride

chloro(2-phenylethyl)magnesium

tert-butyl 4-(4-formyl-1,3-thiazol-2-yl)piperidine-1-carboxylate

chloro(2-phenylethyl)magnesium

→

tert-Butyl 4-[4-(1-hydroxy-3-phenylpropyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGThe reaction mixture was then stirred for 20 minutes
2. 2
   其他the aqueous phase was separated off
3. 3
   萃取After extraction of the aqueous phase with ethyl acetate
4. 4
   干燥the combined organic phases were dried over sodium sulphate
5. 5
   其他the solvent was removed under reduced pressure

实验过程

Under an argon atmosphere and at −78° C., chloro(2-phenylethyl)magnesium (1M in diethyl ether, 3.77 ml) was added dropwise to a solution of tert-butyl 4-(4-formyl-1,3-thiazol-2-yl)piperidine-1-carboxylate (1.0 g) in tetrahydrofuran (10 ml). The reaction mixture was stirred at −78° C. for one hour, and more chloro(2-phenylethyl)magnesium (3M in diethyl ether, 0.20 ml) was then added dropwise. The reaction mixture was then stirred for 20 minutes. Saturated ammonium chloride solution was then added to the reaction mixture, and the aqueous phase was separated off. After extraction of the aqueous phase with ethyl acetate, the combined organic phases were dried over sodium sulphate and the solvent was removed under reduced pressure. This gave tert-butyl 4-[4-(1-hydroxy-3-phenylpropyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (790 mg).

来源