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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972243Generated: October 27, 2026

(S)-methyl 4-hydroxy-4-(3-methoxyphenyl)butanoate → (S)-dihydro-5-(3-methoxyphenyl)furan-2(3H)-one

https://huagongshe.com/reaction/1972243

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-methyl 4-hydroxy-4-(3-methoxyphenyl)butanoateHCID 59486062—
CatalystTrifluoroacetic acidHCID 6422—
SolventDichloromethaneHCID 6344—
Product(S)-dihydro-5-(3-methoxyphenyl)furan-2(3H)-oneHCID 57202694100%

Reaction Conditions

Temperature0 °C

Reaction Steps

The (S)-methyl 4-hydroxy-4-(3-methoxyphenyl)butanoate (985 mg) is dissolved in CH2Cl2 (10 mL), and the solution is cooled to 0° C. Trifluoroacetic acid (˜4 drops) is added and the mixture is stirred for 8 h at room temperature to complete the lactonization. The reaction is quenched with aqueous sodium bicarbonate, and the organic layer is washed with water, dried (Na2SO4), and concentrated to yield 827 mg (100%) of (S)-dihydro-5-(3-methoxyphenyl)furan-2(3H)-one as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431607B2
Source datasetuspto-grants-2013_04
ORD IDord-cfa421e281aa48c982484b61e579c722
Source noteuspto-grants-2013_04