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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038484Generated: October 30, 2026

Triethylamine → 8-Hydroxymethyl-7-[2-methoxy-4-(2-methylbenzoyloxy)phenyl]-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one

https://huagongshe.com/reaction/1038484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methylbenzoyl chlorideHCID 70276—
Reactant7-(4-Hydroxy-2-methoxyphenyl)-8-hydroxymethyl-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 57671985—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product8-Hydroxymethyl-7-[2-methoxy-4-(2-methylbenzoyloxy)phenyl]-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 6892669162%

Reaction Steps

7-(4-Hydroxy-2-methoxyphenyl)-8-hydroxymethyl-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one (Reference Compound No. 3-5, 430 mg 1.31 mmol) was dissolved in tetrahydrofuran (10 mL), and triethylamine (365 μL, 2.62 mmol) and 2-methylbenzoyl chloride (222 μL, 1.70 mmol) were added thereto successively. After the reaction mixture was stirred at the same temperature for 80 minutes, the reaction mixture was diluted with ethyl acetate (200 mL). The mixture was washed with water (100 mL) and saturated brine (100 mL) successively, dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound mg) as a colorless solid. (Yield 62%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551991B2
Source datasetuspto-grants-2013_10
ORD IDord-5c03932f61eb42c0aeee75ecb92c7378
Source noteuspto-grants-2013_10