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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968121Generated: October 30, 2026

Water → Ethyl 2-(4-((dimethylamino)methyl)phenyl)-3-(4-methoxyphenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate

https://huagongshe.com/reaction/1968121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl PropionateHCID 7749—
Reactant4-MethoxybenzaldehydeHCID 31244—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178483208HCID 178483208—
ProductEthyl 2-(4-((dimethylamino)methyl)phenyl)-3-(4-methoxyphenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylateHCID 67259041—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-methoxybenzaldehyde (231 mg, 1.7 mmol) and (E)-4-(4-((dimethylamino)methyl)benzylideneamino)isobenzofuran-1(3H)-one (500 mg, 1.7 mmol) in ethyl propionate (30 mL) was added sodium methanolate (120 mg, 5.2 mmol) and the mixture was stirred at 25° C. for 4 h. Then the resulting mixture was added water (10 mL) and evaporated under reduced pressure, extracted with EtOAc (4×100 ml), and concentrated to dryness. A crude product was obtained (250 mg) and was used for next step reaction without further purification. LC-MS (ESI) m/z: 459 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420650B2
Source datasetuspto-grants-2013_04
ORD IDord-cb1b0037ae7642d9a5ea84967f7b507f
Source noteuspto-grants-2013_04