반응 #4495

반응 방정식

benzamide

ethyl 4-chloroacetoacetate

sodium bicarbonate

→

ethyl 2-phenyl-4-oxazoleacetate

수율 38.0%

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   세척The extract was washed with water
4. 4
   건조dried (MgSO4)
5. 5
   농축concentrated
6. 6
   기타The residue was purified by chromatography on silica gel with ethyl ether-hexane (1:9)

실험 절차

A mixture of benzamide (60.0 g) and ethyl 4-chloroacetoacetate (49.4 g) was heated at 120° C. for 2 hours. After cooling, aqueous sodium bicarbonate solution was added thereto and the mixture was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated. The residue was purified by chromatography on silica gel with ethyl ether-hexane (1:9) to yield ethyl 2-phenyl-4-oxazoleacetate as an oil (26.4 g, 28.0%). NMR (CDCl3)δ: 1.27 (3H, t, J=7 Hz), 3.68 (3H, s), 4.15 (2H, q, J=7 Hz), 7.4 (3H, m), 7.67 (1H, s), 8.0 (2H, m).

출처