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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467677Generated: November 4, 2026

Ethyl Propionate → Ethyl 2-(4-(diethoxymethyl)phenyl)-3-(4-(dimethylcarbamoyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate

https://huagongshe.com/reaction/1467677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl PropionateHCID 7749—
Reactant4-formyl-N,N-dimethylbenzamideHCID 10559205—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178470922HCID 178470922—
ProductEthyl 2-(4-(diethoxymethyl)phenyl)-3-(4-(dimethylcarbamoyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylateHCID 67258167—

Reaction Steps

To a mixture of 4-formyl-N,N-dimethylbenzamide (960 mg, 5.42 mmol), (E)-4-(4-(diethoxymethyl)benzylideneamino) isobenzofuran-1(3H)-one (1.84 g, 5.42 mmol) and sodium methoxide (499 mg, 21.7 mmol) was added to ethyl propionate (30 mL) and the mixture was stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with EtOAc (100 mL×4) and concentrated. This gave the crude product (250 mg). LC-MS (ESI) m/z: 545 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999987B2
Source datasetuspto-grants-2015_04
ORD IDord-d86abb3c26714f1db8968f1d3a4a2c1c
Source noteuspto-grants-2015_04