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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190124Generated: November 1, 2026

Hydrochloric Acid → 4-(3-Chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylic acid

https://huagongshe.com/reaction/2190124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylateHCID 58064795—
SolventTetrahydrofuranHCID 8028—
Product4-(3-Chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylic acidHCID 58064798—

Reaction Steps

1.05 g (2.84 mmol) of the compound from Example 11A are provided in 30 ml of tetrahydrofuran, and 0.68 g (28.4 mmol) of lithium hydroxide and 10 ml of water are added at room temperature. The mixture is stirred at room temperature overnight, a 1N aqueous HCl solution is then added until an acidic pH is established, the mixture is extracted with ethyl acetate and the organic phase is washed with water, dried over sodium sulfate, filtered and concentrated. The crude product is purified by preparative HPLC (RP18 column; eluent: acetonitrile/water gradient). 0.60 g (62% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324268B2
Source datasetuspto-grants-2012_12
ORD IDord-46d158c42a2b48838d1998c0095c319d
Source noteuspto-grants-2012_12