Acetic Acid → HCID 24990993, compound

Participants

Reaction Steps

(2R,3S)-3-Phenylisoserine methyl ester hydrochloride (XI) (20.0 g, 0.092 mole) was suspended in methanol (140.0 g). 7.0 g gaseous HCl was slowly added keeping the temperature at about 25° C. After completion of the addition the mixture was heated at reflux for further 3 hours. After distilling off 85.0 g of methanol the mixture was cooled down to room temperature. After the addition of 220.0 g ethyl acetate 20.0 g of triethyl amine (0.2 mole) was added, keeping the temperature at 25° C. After distillation of 195.0 g of solvent further 195.0 g ethyl acetate were added. The suspension was filtered at 50° C. and the residue was washed with 50.0 g ethyl acetate. The filtrate was cooled to 40° C. and 9.0 g of acetic acid (0.15 mole) were added slowly until formation of a precipitate. The mixture was cooled down to 0° C. and stirred for further 2 hours. The product was filtered off, washed with 30.0 g ethyl acetate and vacuum dried at 50° C. Yield: 20.3 g (0.08 mole, 87%).

Provenance & Evidence