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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952598Generated: November 3, 2026

Hydrochloric Acid → 3-Chloro-5-(3-hydroxy-benzylcarbamoyl)-thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1952598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl esterHCID 68227048—
SolventWaterHCID 962—
Product3-Chloro-5-(3-hydroxy-benzylcarbamoyl)-thiophene-2-carboxylic acidHCID 68226565—

Reaction Steps

A mixture of 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-chloro-thiophene-2-carboxylic acid methyl ester (260 mg, 0.59 mmol), lithium hydroxide monohydrate (500, mg, 11.82 mmol), THF (5 mL) and water (5 mL) was stirred 15 h, acidified with 1N HCl and extracted with EtOAc (×3). The organic extracts were combined, washed with brine, dried over sodium sulfate, filtered and evaporated to give the title compound, 230 mg (100%). MS m/e 311.9 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404859B2
Source datasetuspto-grants-2013_03
ORD IDord-3683994cc2254cbd800930f1c4fddb16
Source noteuspto-grants-2013_03