Hydrochloric Acid → HCID 66975707, compound

Participants

Reaction Steps

To a suspension of calcium chloride (5.74 g) in THF (80 mL) and ethanol (50 mL) was added sodium borohydride (2.61 g), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added a solution of methyl (2RS,3RS)-2-[(benzylamino)methyl]-3-(3,4-dichlorophenyl)-3-hydroxypropanoate (12.7 g) in THF (20 mL) and ethanol (20 mL) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added 1 N aqueous hydrochloric acid solution (15 mL), the mixture was stirred for 30 min, and neutralized with 1 N aqueous sodium hydroxide solution (15 mL), and the mixture was filtered through celite. The obtained oil was diluted with ethyl acetate, and the mixture was washed with distilled water and brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (11.6 g).

Provenance & Evidence