Benzyl Chloride → HCID 19906255, compound

Participants

Reaction Steps

To a stirred suspension of NaH (13.5 mg of 60% oil-dispersion, washed 1× hexane) in deoxygenated (N2) DMSO was added 14 (101 mg, 0.30 mmol). After stirring 0.2 hour, the nearly-clear amber solution was treated with benzyl chloride (36 mg, 0.29 mmol), stirred 18 hours under N2, and evaporated to dryness. The residue was triturated with de-oxygenated (N2) H2O (10 mL) to give a solid, which was purified by flash chromatography (45 g, CHCl3 --MeOH, 99:1) followed by recrystallization from EtOAc-hexane to afford 17 as a pale yellow solid: yield, 44 mg.

Provenance & Evidence