Benzyl mercaptan → HCID 68843484, compound

Participants

Reaction Steps

To a suspension of NaH (0.45 g, 60% in mineral oil, 11.1 mmol) in DMF (5 mL) is added benzylmercaptan (1.43 mL, 11.03 mmol) and the resulting yellow solution is stirred at RT for 30 min. The mixture is cooled to 0° C. then acetic acid 4-bromobutyl ester (2.2 g, 11.2 mmol) is added dropwise (exothermic). The mixture is allowed to warm to RT and is quenched with 1N HCl (35 mL). The mixture is extracted with MTBE and the organic phase is dried over magnesium sulfate. The solvent is removed under reduced pressure and the residue is purified by flash chromatography using EtOAc/hexane (4:1) as eluent to give the title compound as an oil.

Provenance & Evidence