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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366526Generated: October 27, 2026

Hydrochloric Acid → (2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acid

https://huagongshe.com/reaction/2366526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl(2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionateHCID 66852836—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(2S)-3-[(6-chloro-2-naphthyl)thio]-2-hydroxypropionic acidHCID 5934737697.2%

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697865B2
Source datasetuspto-grants-2014_04
ORD IDord-9cd02a63990d4536a1f3051ab61c43b3
Source noteuspto-grants-2014_04