Benzenepropanal → Carbamic acid, [3-phenyl-1-(phenylsulfonyl)propyl]-, phenylmethyl ester

Participants

Reaction Conditions

Reaction Steps

To a suspension of sodium benzenesulfinate (10 g, 60.9 mmol) and benzyl carbamate (9.21 g, 60.9 mmol) in water (40 mL) was added hydrocinnamaldehyde (8.8 mL, 67 mmol) in formic acid (10 mL). The mixture was heated at 70° C. for 1 hour, then permitted to cool to room temperature overnight. The product crystallized out; it was filtered and recrystallized from hot isopropanol, giving 23 g (100%) yield. TLC: (30% ethyl acetate/hexane) Rf =0.37.

Provenance & Evidence