反応 #2286360

反応方程式

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

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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).

出典