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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691343Generated: October 25, 2026

Hydrochloric Acid → 4-[(Phenylsulfanyl)methyl]benzoic acid

https://huagongshe.com/reaction/1691343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-(Bromomethyl)benzoic acidHCID 22599—
ReactantSodium benzenethiolateHCID 4110039—
SolventEthanolHCID 702—
Product4-[(Phenylsulfanyl)methyl]benzoic acidHCID 87582488%

Reaction Steps

A mixture of 4-(bromomethyl)benzoic acid (10 g, 46.5 mmol), sodium thiophenoxide (6.15 g, 46.5 mmol), and ethanol (100 mL) was stirred for 1.5 hours under reflux. This mixture was cooled to room temperature and acidified with 1 N hydrochloric acid. The precipitate thus produced was collected, dissolved in ethyl acetate, and washed with water. The organic layer was concentrated under a reduced pressure to obtain the title compound (10 g). The title compound was used in the following reaction without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-795a64866fda4a61a73792f38494fb28
Source noteuspto-grants-2012_04