Реакция #48554

Уравнение реакции

4-chlorophenyl isothiocyanate

ethyl 4-methylpiperidine-4-carboxylate

→

title compound

Ethyl 1-{[(4-chlorophenyl)amino]carbonothioyl}-4-methylpiperidine-4-carboxylate

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe mixture was partitioned between dichloromethane and brine
2. 2
   Другоеthe layers were separated
3. 3
   СушкаThe organic phase was dried over MgSO4
4. 4
   Другоеevaporated under reduced pressure
5. 5
   ДругоеThe crude product was purified by column chromatography on silica gel

Методика

A mixture of 4-chlorophenyl isothiocyanate (2.36 g, 13.98 mmol), and ethyl 4-methylpiperidine-4-carboxylate (U.S. 2002/0086887, example 532C) (2.17 g, 12.71 mmol) in dichloromethane (50 mL) was stirred at room temperature for 30 minutes. The mixture was partitioned between dichloromethane and brine, and the layers were separated. The organic phase was dried over MgSO4 and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using dichloromethane:ethyl acetate (100:0 to 90:10) to provide the title compound as a white solid, 3.46 g.

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