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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663397Generated: October 29, 2026

3-Bromo-4-hydroxybenzaldehyde → 4-(3-Bromo-4-hydroxy-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1663397

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-4-hydroxybenzaldehydeHCID 76308—
Reactant5-Propylcyclohexane-1,3-dioneHCID 2737224—
Reactant3-AminocrotonitrileHCID 5324720—
SolventEthanolHCID 702—
Product4-(3-Bromo-4-hydroxy-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrileHCID 67412261—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-bromo-4-hydroxy-benzaldehyde (13.07 g), 5-propylcyclohexane-1,3-dione (10.02 g) and 3-aminocrotonitrile (5.34 g) in ethanol (165 ml) was stirred at 80° C. for 17 h. A precipitate formed, which was collected by filtration. The filtrate was concentrated in vacuo and then triturated with ethyl acetate. The solids were combined and dried in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034945B2
Source datasetuspto-grants-2011_10
ORD IDord-2aece56549a448f59fdf10c76f7b0c33
Source noteuspto-grants-2011_10