HRID712706

反应详情

EQUATION

反应方程式

HRID 712706 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a cooled (0° C.) solution of 1-(3,5-dibromo-pyridin-4-yl)-ethanol (600 mg, 1.4 mmol) in DMF (12 mL) is added sodium hydride (60% dispersion in mineral oil, 60 mg, 1.5 mmol). After stirring at 0° C. for 30 min, benzyl bromide (281 mg, 1.6 mmol) is added. The reaction is warmed and stirred at room temperature for 16 h. The reaction is quenched with the addition of saturated aqueous NH4Cl and H2O and is extracted with EtOAc. The combined organic layers are dried and concentrated. The crude product is purified by flash column chromatography to provide 306 mg of 4-(1-benzyloxy-ethyl)-3,5-dibromo-pyridine.

WORKUP

后处理

  1. temperatureThe reaction is warmed
  2. stirringstirred at room temperature for 16 h
  3. customThe reaction is quenched with the addition of saturated aqueous NH4Cl and H2O
  4. extractionis extracted with EtOAc
  5. customThe combined organic layers are dried
  6. concentrationconcentrated
  7. customThe crude product is purified by flash column chromatography