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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036994Generated: November 2, 2026

Lithium Hydroxide → 5-(3-Chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1036994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 5-(3-chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylateHCID 58066749—
Solvent1,4-DioxaneHCID 31275—
Product5-(3-Chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acidHCID 58066753—

Reaction Conditions

Temperature50 °C

Reaction Steps

182 mg (0.50 mmol) of the compound from Example 17A are provided in 2 ml of dioxane, and 4.4 ml (8.80 mmol) of a 2N aqueous lithium hydroxide solution are added. The mixture is stirred at 50° C. for 2 hours and subsequently concentrated. The residue is diluted with water, a concentrated aqueous HCl solution is added until an acidic pH is obtained and the mixture is extracted with dichloromethane. The organic phase is dried over magnesium sulfate, filtered and concentrated. The crude product is purified by preparative HPLC (RP18 column; eluent: acetonitrile/water gradient). 159 mg (95% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546438B2
Source datasetuspto-grants-2013_10
ORD IDord-b2ecb932acf143009bc64aad17843aea
Source noteuspto-grants-2013_10