Sodium borohydride → HCID 54292500, compound

Participants

Reaction Steps

To a stirred solution of 25.6 parts of intermediate 65, namely N-[4-benzoyl-2-(dimethoxymethyl)phenyl]acetamide, in 119 parts of methanol were added portionwise 10.72 parts of sodium tetrahydroborate. Stirring was continued for a while at 60° C. and over weekend at room temperature. The reaction mixture was evaporated and the residue was taken up in water. The product was extracted with dichloromethane (2×) and the combined extracts were dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH3COOC2H5 /hexane 50:50→60:40). The eluent of the desired fraction was evaporated, yielding 13.1 parts (50.8%) of N-[2-(dimethoxymethyl)-4-(hydroxyphenylmethyl)phenyl]acetamide (interm. 66).

Provenance & Evidence