Acetonitrile → HCID 56593955, compound

Participants

Reaction Conditions

Reaction Steps

A solution of sodium bis(trimethylsilyl) amide (1 M in THF, 330 mL) at −45° C., was treated dropwise with acetonitrile (18.8 mL, 360 mmol) and the mixture was stirred for 15 minutes at −45° C. and then cooled to −78 ° C., treated dropwise with a solution of the product from Example 23A (53.5 g, 110 mmol) in THF (150 mL), warmed to −45° C., stirred for 1 hour, treated with solid NH4Cl (40 g), warmed to 5° C., treated with water, warmed to 25° C. and partitioned between ethyl acetate and water. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated. Precipitation from ethanol gave the product (19.0 g, 36% yield).

Provenance & Evidence