반응 #4395

반응 방정식

2-amino-3-benzyloxypyridine

3-chloro-5-hexen-2-one

→

8-benzyloxy-3-allyl-2-methylimidazo[1,2-a]pyridine

수율 7.4%

용매

ethanol

반응 조건

후처리

1. 1
   온도refluxed for 45 hours
2. 2
   기타evaporated in vacuo
3. 3
   workup.ADDITIONTo the residue was added an aqueous solution of sodium bicarbonate
4. 4
   추출the mixture was extracted with ethyl acetate
5. 5
   세척The extract was washed with water
6. 6
   건조dried over magnesium sulfate
7. 7
   기타evaporated in vacuo
8. 8
   기타The oily residue was purified by column chromatography on silica gel (50 g)
9. 9
   기타The eluate with chloroform was evaporated in vacuo
10. 10
    기타the residual solid was recrystallized from diisopropyl ether

실험 절차

A solution of 2-amino-3-benzyloxypyridine (3 g) and 3-chloro-5-hexen-2-one (2.981 g) in ethanol (15 ml) was stirred and refluxed for 45 hours and then evaporated in vacuo. To the residue was added an aqueous solution of sodium bicarbonate and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (50 g) using methylene chloride and then chloroform as eluents. The eluate with chloroform was evaporated in vacuo and the residual solid was recrystallized from diisopropyl ether to give 8-benzyloxy-3-allyl-2-methylimidazo[1,2-a]pyridine (0.31 g).

출처