Reaction #75670

Reaction equation

sodium hydroxide

3,5-dichloroaniline

ethylglyoxalate

3-bromostyrene

trifluoroacetic acid

→

Compound 38

4-(3-bromophenyl)-5,7-dichloro-1,2,3,4-tetrahydroquinoline-2-carboxylic Acid

Solvents

ethanol

acetonitrile

Conditions

Procedure

Compound 38 was prepared by the basic process from 5.0 mmol 3,5-dichloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol 3-bromostyrene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile. Subsequent saponification was carried out using 1.0 ml of sodium hydroxide solution (6N water) in 20.0 ml of ethanol.

Source