تفاعل #2286360

معادلة التفاعل

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

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر