Sodium borohydride → N-Boc-(R)-2-(3-(hydroxymethyl)benzyl)morpholine

Participants

Reaction Steps

The solution of 0.48 g (1.6 mmol) (R)-2-(3-formyl-benzyl)-morpholine-4-carboxylic acid tert-butyl ester in 5 mL methanol was treated with 36 mg (0.95 mmol) sodium borohydride. After 2 h the reaction was diluted with ethyl acetate and extracted with 10% aqueous sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, filtered and evaporated. Chromatography of the remaining residue on silica gel with n-hexane:ethyl acetate (1:1 v/v) gave the desired compound in form of a colorless oil (87%).

Provenance & Evidence