반응 #2405

반응 방정식

sodium hydrogen sulfite

4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamide

N-bromosuccinimide

→

N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide

수율 65.7%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The ethyl acetate layer is washed
3. 3
   기타dried
4. 4
   기타evaporated
5. 5
   기타to remove the solvent
6. 6
   기타The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=40:1)
7. 7
   기타recrystallized from hexane/ethyl acetate

실험 절차

To a solution of 4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamide (210 mg) in dimethylformamide (4 ml) is added N-bromosuccinimide (116 mg), and the mixture is stirred at room temperature for one hour. The mixture is treated with aqueous sodium hydrogen sulfite solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=40:1), and recrystallized from hexane/ethyl acetate to give N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide (169 mg).

출처