How is 2-{[(4-Chlorophenyl)sulfanyl]methyl}pyrrolidine hydrochloride (CAS: 1353945-59-1) typically synthesized?

2-{[(4-Chlorophenyl)sulfanyl]methyl}pyrrolidine hydrochloride is typically synthesized by the reaction of 4-chlorophenyl thiol with 2-methylpyrrolidine. The reaction is catalyzed by a mild base, such as sodium hydride, and proceeds with good yield and high selectivity. The reaction is carried out in an aqueous or polar aprotic solvent, and the hydrochloride salt is isolated by acidification and crystallization.