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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359418Generated: October 31, 2026

Ethanol → 2-Benzyl-7-bromo-3-methoxyquinoline

https://huagongshe.com/reaction/1359418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
Reactant1-Methoxy-3-phenylpropan-2-oneHCID 11744971—
Reactant2-Amino-4-bromobenzaldehydeHCID 17914598—
SolventWaterHCID 962—
Product2-Benzyl-7-bromo-3-methoxyquinolineHCID 1818230768.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3.3 g of 2-amino−4-bromobenzaldehyde, 3.3 g of 1-methoxy-3-phenylacetone, an aqueous potassium hydroxide solution (10 g of potassium hydroxide was dissolved in 10 ml of water) and 20 ml of ethanol was heated under stirring at 100° C. for 4 hours in a sealed tube. After cooling as it was, the reaction solution was poured into water and the mixture was extracted with diethyl ether. The organic phase was washed with brine and the solvent was removed. The residue was crystallized from hexane/ethyl acetate, to give 3.7 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-389764ae11ae42609d162513a4b53a03
Source noteuspto-grants-2003_07