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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247376Generated: October 31, 2026

Methanol → (RS)-(2,6-difluoro-4-isobutylcarbamoyl-phenyl)-ethoxy-acetic acid

https://huagongshe.com/reaction/1247376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant(RS)-(2,6-difluoro-4-isobutylcarbamoyl-phenyl)-ethoxy-acetic acid ethyl esterHCID 69291808—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(RS)-(2,6-difluoro-4-isobutylcarbamoyl-phenyl)-ethoxy-acetic acidHCID 2190556566.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (RS)-(2,6-difluoro-4-isobutylcarbamoyl-phenyl)-ethoxy-acetic acid ethyl ester (125 mg) in a mixture of THF (1 ml), MeOH (1 ml) and H2O (0.5 ml) was added LiOH.H2O (31 mg). After stirring 1.5 h at 60° C. AcOEt was added (10 ml) and the product was extracted with H2O (10 ml). The aqueous layer was collected, acidified with 1 N HCl and extracted with AcOEt (2×15 ml). The combined organic layers were dried (Na2SO4) and the solvent is evaporated to obtain 76 mg (66%) of (RS)-(2,6-difluoro-4-isobutylcarbamoyl-phenyl)-ethoxy-acetic acid. Off-white solid. MS 333.4 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129238B2
Source datasetuspto-grants-2006_10
ORD IDord-0e820791d7ff4a49a9743feeb911e9f8
Source noteuspto-grants-2006_10