반응 #2370

반응 방정식

4-tert-butyl-N-[6-{2-(5-(1-ethoxyethenyl)pyrimidin-2-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]benzenesulfonamide

hydrochloric acid

sodium hydrogen carbonate

→

N-[6-{2-(5-acetylpyrimidin-2-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide

수율 87.0%

용매

acetone

반응 조건

후처리

1. 1
   기타is reacted at room temperature for four hours
2. 2
   기타the mixture is evaporated
3. 3
   기타to remove the solvent
4. 4
   workup.ADDITIONTo the residue are added aqueous ammonium chloride solution and ethyl acetate
5. 5
   기타the ethyl acetate layer is collected
6. 6
   세척The ethyl acetate layer is washed
7. 7
   기타dried
8. 8
   기타evaporated
9. 9
   기타to remove the solvent
10. 10
    기타The residue is purified by silica gel column chromatography (solvent; ethyl acetate/n-hexane=1:1~ethyl acetate)
11. 11
    기타recrystallized from ethyl acetate/n-hexane

실험 절차

A mixture of 4-tert-butyl-N-[6-{2-(5-(1-ethoxyethenyl)pyrimidin-2-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]benzenesulfonamide (1.022 g), 10% hydrochloric acid (1 ml) and acetone (20 ml) is reacted at room temperature for four hours. The pH value of the reaction solution is adjusted to pH 6 with aqueous sodium hydrogen carbonate solution, and the mixture is evaporated to remove the solvent. To the residue are added aqueous ammonium chloride solution and ethyl acetate, and the ethyl acetate layer is collected. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; ethyl acetate/n-hexane=1:1~ethyl acetate), and recrystallized from ethyl acetate/n-hexane to give N-[6-{2-(5-acetylpyrimidin-2-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide (849 mg).

출처