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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952590Generated: November 3, 2026

Hydrochloric Acid → 5-(3-Hydroxy-benzylcarbamoyl)-3-phenyl-thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1952590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-phenyl-thiophene-2-carboxylic acid methyl esterHCID 68226964—
SolventWaterHCID 962—
Product5-(3-Hydroxy-benzylcarbamoyl)-3-phenyl-thiophene-2-carboxylic acidHCID 68226807—

Reaction Steps

A mixture of 5-[3-(tert-Butyl-dimethyl-silanyloxy)-benzylcarbamoyl]-3-phenyl-thiophene-2-carboxylic acid methyl ester (180 mg, 0.37 mmol), lithium hydroxide monohydrate (310, mg, 7.47 mmol), THF (4 mL) and water (2 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, 140 mg (100%). MS m/e 354.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404859B2
Source datasetuspto-grants-2013_03
ORD IDord-95139225c0b34850970dbe2df5325858
Source noteuspto-grants-2013_03