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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14459Generated: October 26, 2026

Sodium hydride → 2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-4-methyl-pentane-1,3-dione

https://huagongshe.com/reaction/14459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantIsobutyric acid 6-[2-(4-chlorophenyl)acetyl]-2,3-difluorophenyl esterHCID 68703339—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-4-methyl-pentane-1,3-dioneHCID 68699700—

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium hydride (1.5 g, 37.5 mmol, 60% dispersion in mineral oil, 4 eq.) is added portionwise to a stirred solution of isobutyric acid 6-[2-(4-chlorophenyl)acetyl]-2,3-difluorophenyl ester (3.16 g, 8.97 mmol) in tetrahydrofuran (60 ml) over 15 min. The mixture is heated in an oil bath at 80° C. for 4 h. The reaction is cooled to room temperature, diluted with 2M HCl solution and washed with ethyl acetate. The organic phase is dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound as a brown oil. The product is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732435B2
Source datasetuspto-grants-2010_06
ORD IDord-23a03a55e48c4fb1add8abb696fa5369
Source noteuspto-grants-2010_06