반응 #82737

반응 방정식

3-carboethoxy-2-trifluoromethyl-2-hydroxy-4-(3-cyanophenyl)-4,6,7,8-tetrahydro-5 (1H)-quinolone

lithium hydroxide monohydrate

hydrochloric acid

→

3-carboxy-2-trifluoromethyl-2-hydroxy-4-(3-cyanophenyl)-4,6,7,8-tetrahydro-5 (1H)-quinolone

수율 84.6%

용매

water

ethanol

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The combined organic extracts were washed (water and brine)
3. 3
   기타dried
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타to yield a foam which
7. 7
   기타was purified by chromatography (ethyl acetate and ethyl acetate/methanol, 3:1)

실험 절차

A suspension of 3-carboethoxy-2-trifluoromethyl-2-hydroxy-4-(3-cyanophenyl)-4,6,7,8-tetrahydro-5 (1H)-quinolone (3.39 g) in ethanol (20 ml) and water (20 ml) was treated with lithium hydroxide monohydrate (0.75 g). The mixture was heated at 90° C. for 1.5 hours, diluted with water, acidified with 1N hydrochloric acid, and extracted with ethyl acetate. The combined organic extracts were washed (water and brine), dried, filtered, and evaporated to yield a foam which was purified by chromatography (ethyl acetate and ethyl acetate/methanol, 3:1) to afford 3-carboxy-2-trifluoromethyl-2-hydroxy-4-(3-cyanophenyl)-4,6,7,8-tetrahydro-5 (1H)-quinolone (2.67 g) as a pale yellow foam; MS: m/z =381(m).

출처