反应详情

A solution of 11 g (0.05 mol) of methyl (±)-2-oxo-1,2,3,4-tetrahydro-4-quinolineacetate in 50 ml of dioxane is poured dropwise while stirring under an inert atmosphere into a suspension of 2.65 g (0.07 mol) of lithium aluminium hydride in 250 ml of dry ether. The mixture is then heated for 4 h to reflux. After cooling, the reaction is hydrolysed by the slow addition of 10 ml of water with vigorous stirring. The suspension is filtered and the inorganic solid is washed with 20 ml of dioxane. The filtrate is evaporated and the oil obtained is ground in ether, causing it to crystallize. The solid is recrystallized in ethyl acetate. 5.3 g (55%) of (±)-4-(2-hydroxyethyl)-3,4-dihydro-2(1H)-quinolinone, melting point 119°-120° C., are obtained.

1. temperatureThe mixture is then heated for 4 h
2. temperatureto reflux
3. temperatureAfter cooling
4. filtrationThe suspension is filtered
5. washthe inorganic solid is washed with 20 ml of dioxane
6. customThe filtrate is evaporated
7. customthe oil obtained
8. customto crystallize
9. customThe solid is recrystallized in ethyl acetate