Sodium Hydroxide → 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionic acid

Participants

Reaction Steps

Methyl 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionate (200 g) was dissolved in methanol (1 l), and thereto was added an aqueous solution of sodium hydroxide (sodium hydroxide 32.8 g, water 200 ml), followed by refluxing for 6 hours. After the completion of the reaction, the reaction mixture was concentrated, and ethyl acetate (1 l) was added to the residue for dissolution, after which water (400 ml) was added for partition. The organic layer was separated, washed with an aqueous solution of 10% citric acid (400 ml) and saturated brine (400 ml), and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 191.1 g of 2(S)-(N,N-dibenzylamino)-3-cyclohexylpropionic acid.

Provenance & Evidence