Water → HCID 85953954, compound

Participants

Reaction Conditions

Reaction Steps

MeOC(O)CH2SSC8H17 (1.85 g, 7.39 mmol) was dissolved in dry diethyl ether (40 mL) in a N2 purged flask. The solution was cooled to −78° C., and DIBAL-H (8.87 mL, 1.0 M in cyclohexane, 8.87 mmol) was added to the cold solution dropwise via syringe. The reaction was stirred at −78° C. for 1 h 45 min, after which H2O (5 mL) was added, the cold bath removed and the solution was allowed to slowly warm to room temperature. Additional diethyl ether (60 mL) was added, and the organic phase was washed with 1N HCl (3×100 mL), dried over MgSO4, and concentrated to yield HC(O)CH2SSC8H17 (1.58 g, 97.02%) as a milky oil.

Provenance & Evidence