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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966295Generated: October 30, 2026

Ethyl Acetate → HCID 86637605, compound

https://huagongshe.com/reaction/1966295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58027034HCID 58027034—
Reactant4-Methylthiobenzoic acidHCID 178425911—
SolventDimethylformamideHCID 6228—
ProductHCID 86637605HCID 8663760548.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Chloromethyl-6-(4-fluoro-2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 5-2, 50.0 mg, 0.145 mmol), 4-methylthiobenzoic acid (73.2 mg, 0.435 mmol), and potassium carbonate (80.2 mg, 0.580 mmol) were suspended in anhydrous N,N-dimethylformamide (1 mL), and the reaction mixture was stirred at 80° C. for 2.5 hours. Ethyl acetate (100 mL) was added to the reaction mixture, and the whole 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 compound (32.4 mg) as a colorless amorphous product. (Yield 47%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420635B2
Source datasetuspto-grants-2013_04
ORD IDord-241c61b20d7744e388a9eebd7f25b276
Source noteuspto-grants-2013_04