반응 #4496

반응 방정식

cyclohexanethiocarboxamide

ethyl 4-chloroacetoacetate

→

ethyl 2-cyclohexyl-4-thiazoleacetate

수율 71.3%

용매

ethanol

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도under reflux for 1 hour
3. 3
   추출After dilution with water, mixture was extracted with ethyl acetate
4. 4
   세척The extract was washed with aqueous sodium bicarbonate solution and water
5. 5
   건조dried (MgSO4)
6. 6
   농축concentrated
7. 7
   기타The residue was purified by chromatography on silica gel with ethyl acetate-hexane (1:4)

실험 절차

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).

출처