Sulfuric Acid → HCID 13180324, compound

Participants

Reaction Steps

18 g of 7-chloro-1,2-dihydro-2-oxo-3-phenylquinoline, 11.7 g of bromoacetic acid ethyl ester, 2.3 g of tetrabutylammonium bromide and 5.6 g of powdered potassium hydroxide are stirred in 250 ml of tetrahydrofuran at room temperature for 16 hours. The mixture is poured into 1 l of ice-water, acidified to pH 3 to 4 with dilute sulphuric acid and extracted with methylene chloride (2×200 ml) and the organic phase is dried over sodium sulphate and concentrated. The solid brown residue is stirred with 100 ml of cyclohexane, filtered off and recrystallised from ethanol. 10.0 g of the title compound of m. 142°-143° C. are obtained.

Provenance & Evidence