Reaction #939016

Reaction equation

sodium

butylmercaptan

ethanol

2-chlorocyclopentane

ethanol

→

2-Butylthiocyclopentanone

Conditions

Workup

1. 1
   OtherThe ethanol was removed from the mixture
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ether
3. 3
   Otherthe solvent was evaporated
4. 4
   workup.DISTILLATIONthe resultant was then subjected to distillation
5. 5
   Othergiving 2-buthylthiocyclopentanone (90 g)

Procedure

Absolute ethanol (600 ml) was added with metal sodium (13.8 g) and butylmercaptan (64.8 g). A solution of 2-chlorocyclopentane (71.1 g) in absolute ethanol (600 ml) was added to the mixture and then was allowed to stand overnight at a low temperature. The ethanol was removed from the mixture, and the residue was dissolved in ether. The resulting solution was neutralized with aqueous acetic acid solution, the solvent was evaporated, and the resultant was then subjected to distillation, thereby giving 2-buthylthiocyclopentanone (90 g).

Source