反応 #4495

反応方程式

benzamide

ethyl 4-chloroacetoacetate

sodium bicarbonate

→

ethyl 2-phenyl-4-oxazoleacetate

収率 38.0%

反応条件

後処理

1. 1
   温度After cooling
2. 2
   抽出the mixture was extracted with ethyl acetate
3. 3
   洗浄The extract was washed with water
4. 4
   乾燥dried (MgSO4)
5. 5
   濃縮concentrated
6. 6
   その他The residue was purified by chromatography on silica gel with ethyl ether-hexane (1:9)

実験手順

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).

出典