Sodium hydride → HCID 18518630, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-bromo-6-iodoisatin (450 mg, 1.32 mmol) and 60% NaH (60 mg, 1.5 mmol) was added 5-t-butyldimethylsilyloxy-1-iodopentane (600 mg, 1.83 mmol). The mixture was stirred for 4 h at 50° C. and water and 5% KHSO4 was added. The mixture was extracted with toluene-ethyl acetate and the extracts were washed with 5% KHSO4, dried over MgSO4, and concentrated. The residue was purified by silica gel column chromatography with 6:1 hexane/ethyl acetate to give the title compound (615 mg, 86%).

Provenance & Evidence