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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636536Generated: October 26, 2026

2,3-Dichlorobenzaldehyde → Propan-2-yl 4-(2,3-dichlorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

https://huagongshe.com/reaction/636536

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DichlorobenzaldehydeHCID 35745—
Reactant2-Butenoic acid, 3-amino-, 1-methylethyl esterHCID 11137274—
ReactantCyclohexa-3,5-diene-1,3-diolHCID 19922823—
SolventIsopropanolHCID 3776—
ProductPropan-2-yl 4-(2,3-dichlorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylateHCID 2847040—

Reaction Steps

3.50 g (20 mmol) of 2,3-dichlorobenzaldehyde, 2.24 g (20 mmol) of dihydroresorcinol and 2.86 g (20 mmol) of isopropyl 3-aminocrotonate are dissolved in 100 ml of isopropanol and stirred under reflux for 5 h. The product precipitates. The mixture is treated with 50 ml of water and cooled to RT. The product is filtered off with suction and washed successively with isopropanol, ethanol and ether. 5.8 g (74% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194428B1
Source datasetuspto-grants-2001_02
ORD IDord-a0fa06fea45c46718f7d1b60eac63f03
Source noteuspto-grants-2001_02