Sodium Hydroxide → (2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acid

Participants

Reaction Steps

To a suspension of methyl (2S)-3-[(6-chloronaphthalen-2-yl)thio]-2-hydroxypropionate (5.4 g) obtained in Example 112a) in ethanol (150 mL), a 8 N aqueous sodium hydroxide solution (6.8 mL) was added, and the mixture was mixed at room temperature for 3 hours. Ethanol was distilled off under reduced pressure, and then the precipitates were collected by filtration. The solid was suspended in water (100 mL), pH was adjusted to about 3 with 1 N hydrochloric acid, and the precipitates were then collected by filtration to give the title compound (5.0 g, 97%) as a white solid.

Provenance & Evidence