Sodium hydride → HCID 19988987, compound

Participants

Reaction Conditions

Reaction Steps

Under nitrogen, 540 mg (2 mmol) of 4-(3-bromo-4-methoxyphenyl)pyrrolidin-2-one in 10 ml of dimethylformamide is combined with 60 mg (2 mmol) of sodium hydride. After 20 minutes of stirring, after cooling to 0° C., 300 mg (2 mmol) of tert-butyldimethylsilyl chloride in 5 ml of dimethylformamide is added dropwise and the mixture stirred at 0° C. for 30 minutes as well as at room temperature for 30 minutes. After concentration, the mixture is distributed in ethyl acetate/water. The ethyl acetate phase is dried, filtered and concentrated and the residue is chromatographed over silica gel with methylene chloride:ethanol=10:1 as the eluent, thus obtaining 420 mg of 4-(3-bromo-4-methoxyphenyl)-1-tert-butyldimethylsilylpyrrolidin-2-one, mp 150°-152° C.

Provenance & Evidence