反応 #2405

反応方程式

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

収率 65.7%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄The ethyl acetate layer is washed
3. 3
   その他dried
4. 4
   その他evaporated
5. 5
   その他to remove the solvent
6. 6
   その他The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=40:1)
7. 7
   その他recrystallized from hexane/ethyl acetate

実験手順

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).

出典