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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409912Generated: October 30, 2026

Citric Acid → 5-Chloro-3-(trifluoromethyl)-1-benzothiophene-2-carboxylic acid

https://huagongshe.com/reaction/409912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 59625756HCID 59625756—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product5-Chloro-3-(trifluoromethyl)-1-benzothiophene-2-carboxylic acidHCID 59164186—

Reaction Steps

A mixture of compound 18e (574 mg, 1.95 mmol) and LiOH (187 mg, 7.80 mmol) in THF/MeOH/H2O (4/4/4 mL) was stirred for 4 h. A 15% citric acid solution (20 mL) was added, and the mixture was then extracted with EtOAc (3×). The combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue, compound 18f, was dried under reduced pressure for 18 h and was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759533B2
Source datasetuspto-grants-2014_06
ORD IDord-9a56a0be310e494c9050d49de25b7e39
Source noteuspto-grants-2014_06