반응 #2384

반응 방정식

tert-butyl 4-{2-{6-(4-tert-butylbenzenesulfonylamino)-5-(4-methylphenyl)pyrimidin-4-yloxy]ethoxy}phenoxyacetate

anisole

trifluoroacetic acid

→

4-{2-[6-(4-tert-butylbenzenesulfonylamino)-5-(4-methylphenyl)pyrimidin-4-yl-oxy]ethoxy}phenoxyacetic acid

용매

dichloromethane

반응 조건

후처리

1. 1
   온도cooling
2. 2
   세척washed with water
3. 3
   추출extracted with 10% aqueous sodium hydroxide solution
4. 4
   세척The aqueous layer is washed with chloroform
5. 5
   온도cooling
6. 6
   추출The mixture is extracted with ethyl acetate
7. 7
   세척the extract is washed
8. 8
   기타dried
9. 9
   기타evaporated
10. 10
    기타to remove the solvent
11. 11
    기타The residue is crystallized from ethyl acetate/diisopropyl ether

실험 절차

To a solution of tert-butyl 4-{2-{6-(4-tert-butylbenzenesulfonylamino)-5-(4-methylphenyl)pyrimidin-4-yloxy]ethoxy}phenoxyacetate (1.25 g) in dichloromethane (120 ml) are added anisole (2.09 g) and trifluoroacetic acid (20 ml) under ice-cooling. The mixture is stirred at room temperature for five hours, washed with water, and extracted with 10% aqueous sodium hydroxide solution. The aqueous layer is washed with chloroform, and acidified with 10% hydrochloric acid under ice-cooling. The mixture is extracted with ethyl acetate, and the extract is washed, dried, and evaporated to remove the solvent. The residue is crystallized from ethyl acetate/diisopropyl ether to give 4-{2-[6-(4-tert-butylbenzenesulfonylamino)-5-(4-methylphenyl)pyrimidin-4-yl-oxy]ethoxy}phenoxyacetic acid (1.14 9).

출처