Benzaldehyde → HCID 13314306, compound

Participants

Reaction Steps

34 g of benzaldehyde were added to a solution of 35 g (0.32 mole) of the 3-hydroxy-3-phenyl-4-(4-chlorophenoxy)-butylamine obtained as described in (b), in 700 ml of toluene, and the mixture was boiled in a water separator until the water had been removed. The solution was evaporated down, the residue was dissolved in 500 ml of methanol, and 25 g of sodium borohydride were added a little at a time. The reaction mixture was evaporated down, 2N sodium hydroxide solution was added to the residue and the mixture was extracted with 3 times 200 ml of ether. The ether was removed, and the resulting residue was dissolved in isopropanol, from which it was obtained in crystalline form. 83 g (68%) of N-benzyl-3-hydroxy-3-phenyl-4-(4-chlorophenoxy)-butylamine of melting point 84°-85° C. were obtained.

Provenance & Evidence