HCID 59545204, compound → HCID 45258940, compound

Participants

Reaction Conditions

Reaction Steps

To a THF (300 mL) solution of the starting material 5 (152.6 g, 465 mmol) was slowly added methylmagnesium chloride (200 mL, 3.0 M in THF, 600 mmol) in 30 min at 0° C. The reaction was stirred over 30 min at 0° C., and was carefully quenched with saturated ammonium chloride water solution (300 mL). Its pH was then adjusted to 7 with 1N hydrochloric acid. Volatiles were removed via a rotavap. The residue was extracted with diethyl ether (1 L). Ethereal extracts were washed with water and brine, dried over magnesium sulfate. Flash chromatography on silica gel (0-3% ethyl acetate in hexanes) afforded the desired product 6 as pale yellow oil (125 g, 95%).

Provenance & Evidence