Реакция #6955

Уравнение реакции

Iodomethane

chloroacetone

3-cyclohexyl-3-oxo-propionitrile

K2CO3

DMF CS2

→

5-Acetyl-4-cyclohexyl-2-methylsulfanyl-thiophene-3-carbonitrile

Условия реакции

Обработка

1. 1
   ДругоеTo the resulting reaction mixture
2. 2
   workup.STIRRINGthe reaction mixture stirred at ambient temperature for 3 hours
3. 3
   workup.STIRRINGthe resulting mixture was stirred at ambient temperature overnight
4. 4
   ДругоеThe reaction mixture was partitioned between ethyl acetate and brine
5. 5
   Сушкаthe organic phase dried with MgSO4
6. 6
   Другоеthe solvent was removed under reduced pressure
7. 7
   ДругоеThe crude product was purified by silica gel chromatography

Методика

To a solution of 3-cyclohexyl-3-oxo-propionitrile in DMF:CS2 (1:1) was added K2CO3 at 0° C. and the reaction mixture stirred at ambient temperature for 2 hours. To the resulting reaction mixture was added chloroacetone (1 equivalent) and the reaction mixture stirred at ambient temperature for 3 hours. Iodomethane was then added and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was partitioned between ethyl acetate and brine, the organic phase dried with MgSO4 and the solvent was removed under reduced pressure. The crude product was purified by silica gel chromatography.

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