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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968469Generated: October 30, 2026

Benzoyl chloride → HCID 59224325, compound

https://huagongshe.com/reaction/1968469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantHCID 16660652HCID 16660652—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 59224325HCID 5922432563%

Reaction Steps

5-(5-Fluoro-2-methylphenoxymethyl)-6-(4-hydroxy-2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 5-1, 25.5 mg, 0.588 mmol) was dissolved in anhydrous tetrahydrofuran (0.5 mL), then triethylamine (19.7 μL, 0.141 mmol) and benzoyl chloride (8.2 μL, 0.071 mmol) were added thereto. The reaction mixture was stirred at room temperature for 30 minutes. The mixture was diluted with ethyl acetate (100 mL). The mixture was washed with water (100 mL) and saturated brine (50 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 compound (26.7 mg) as a colorless solid. (Yield 63%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426406B2
Source datasetuspto-grants-2013_04
ORD IDord-a21f3e57d72448f0aafd05e12e1557df
Source noteuspto-grants-2013_04