Formaldehyde → HCID 53737877, compound

Participants

Reaction Steps

To a solution of benzyl (R)-3-(4-aminophenyl)-2-hydroxypropionate (0.26 g) in acetic acid (6 ml) was added paraformaldehyde (0.3 g), and further sodium cyanoborohydride (0.3 g) was added gradually, and stirred for 3 hours at ambient temperature. To sodium bicarbonate solution (25 ml) and ice (25 g) was added reaction mixture gradually and was extracted with ethyl acetate (50 ml×2). The separated ethyl acetate layer was washed with brine,dried over anhydrous sodium sulfate and evaporated in vacuo. The resultant crude product was subjected to column chromatography on silica gel eluting with a mixture of hexane and ethyl acetate (7:3 by volume). The fractions containing the desired product were combined and evaporated in vacuo to give benzyl (R)-3-(4-dimethylaminophenyl)-2-hydroxypropionate (0.22 g).

Provenance & Evidence