Reacción #93542

Ecuación de reacción

potassium hydroxide

α-methanesulfonyloxymethyl-β-(p-methoxyphenyl)-γ-butyrolactone

cyclohexylmercaptan

→

title compound

Rendimiento 22.0%

α-cyclohexylthiomethyl-β-(p-methoxyphenyl)-γ-butyrolactone

Rendimiento 22.0%

Disolventes

ethanol

ethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter completion of the reaction
2. 2
   Lavadowashed with water and saturated saline
3. 3
   Secadodried over magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   OtroThe crude product thus obtained
6. 6
   Otrowas purified by a silica gel column chromatography

Procedimiento

To a solution of 480 mg of potassium hydroxide in 40 ml of ethanol were added 2.0 g of α-methanesulfonyloxymethyl-β-(p-methoxyphenyl)-γ-butyrolactone and 1.6 ml of cyclohexylmercaptan and the resulting mixture was kept at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with 200 ml of ethyl ether, washed with water and saturated saline, dried over magnesium sulfate and the solvent was distilled off. The crude product thus obtained was purified by a silica gel column chromatography to give 600 mg (yield 22%) of the title compound.

Fuente