反応 #4496

反応方程式

cyclohexanethiocarboxamide

ethyl 4-chloroacetoacetate

→

ethyl 2-cyclohexyl-4-thiazoleacetate

収率 71.3%

溶媒

ethanol

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度under reflux for 1 hour
3. 3
   抽出After dilution with water, mixture was extracted with ethyl acetate
4. 4
   洗浄The extract was washed with aqueous sodium bicarbonate solution and water
5. 5
   乾燥dried (MgSO4)
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by chromatography on silica gel with ethyl acetate-hexane (1:4)

実験手順

A mixture of cyclohexanethiocarboxamide (5.0 g), ethyl 4-chloroacetoacetate (5.74 g), ethanol (50 ml) was heated under reflux for 1 hour. After dilution with water, mixture was extracted with ethyl acetate. The extract was washed with aqueous sodium bicarbonate solution and water, dried (MgSO4), and concentrated. The residue was purified by chromatography on silica gel with ethyl acetate-hexane (1:4) to yield ethyl 2-cyclohexyl-4-thiazoleacetate as an oil (6.3 g, 70.9%). IR (Neat): 1735, 1255 cm-1. NMR (CDCl3)δ: 1.28 (3H, t, J=7 Hz), 1.2-2.3 (10H, m), 2.97 (1H, m), 3.77 (2H, s), 4.17 (2H, q, J=7 Hz), 7.0 (1H, s).

出典