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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643279Generated: November 3, 2026

(R)-Methyl 4-(4-fluoro-3-methylphenyl)-4-hydroxybutanoate → (R)-5-(4-fluoro-3-methyl-phenyl)-dihydro-furan-2-one

https://huagongshe.com/reaction/1643279

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-Methyl 4-(4-fluoro-3-methylphenyl)-4-hydroxybutanoateHCID 59568813—
CatalystTrifluoroacetic acidHCID 6422—
SolventDichloromethaneHCID 6344—
Product(R)-5-(4-fluoro-3-methyl-phenyl)-dihydro-furan-2-oneHCID 59568816112.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of (R)-methyl 4-(4-fluoro-3-methyl-phenyl)-4-hydroxy-butanoate (289 mg) in 20 mL DCM was added 4 drops TFA at room temperature and the resulting solution warmed to 40° C. After stirring for 16 h the reaction was cooled to room temperature and concentrated under reduced pressure. The product was isolated by flash column chromatograph eluting with 0% to 30% ethyl acetate/hexane gradient solvent to give 279 mg of (R)-5-(4-fluoro-3-methyl-phenyl)-dihydro-furan-2-one as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119692B2
Source datasetuspto-grants-2012_02
ORD IDord-1e875457ca2742e7b734a21284f009f4
Source noteuspto-grants-2012_02