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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871983Generated: October 29, 2026

Benzoyl chloride → 8-Benzoyloxymethyl-7-(2-methoxyphenyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one

https://huagongshe.com/reaction/871983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant8-Hydroxymethyl-7-(2-methoxyphenyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 24780847—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product8-Benzoyloxymethyl-7-(2-methoxyphenyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 5767173976.4%

Reaction Steps

8-Hydroxymethyl-7-(2-methoxyphenyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one (Reference Compound No. 3-1, 54.2 mg, 0.17 mmol) was dissolved in tetrahydrofuran (1.5 mL) and triethylamine (73.0 μL, 0.52 mmol) and benzoyl chloride (30.0 μL, 0.26 mmol) were added thereto successively. The reaction mixture was stirred at room temperature for 24 hours. Ethyl acetate (30 mL) and water (30 mL) were added to the reaction mixture and partitioned. The organic layer was washed with water (30 mL) and saturated brine (30 mL) successively, dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was filtered with ethyl acetate to give the titled compound (54.1 mg) as a colorless solid. (Yield 76%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975256B2
Source datasetuspto-grants-2015_03
ORD IDord-0466d1a4fe9a450da7d376d7cd9b02ad
Source noteuspto-grants-2015_03