2-(Ethylthio)ethanol → 2-(Ethylthio)ethyl 2-chloroethanesulfinate

Participants

Reaction Steps

A solution of ethyl 2-hydroxyethyl sulfide (10.6 w) in dry ether (50 v) was slowly added to 2-chloroethanesulfinyl chloride (14.7 w) in dry ether (200 v) maintained at about -10° under a nitrogen atmosphere. Upon warming to ambient temperature, the reaction mixture was evaporated under reduced pressure. The residual oil was passed through a wiped film molecular still to yield 2-(ethylthio)ethyl 2-chloroethanesulfinate (15.4 w) boiling at 95-100° under reduced pressure (1 × 10-4 torr).

Provenance & Evidence