反应 #2348107

反应方程式

Bromine

4-chloro-o-anisidine

→

4-chloro-5-bromo-2-aminoanisole

收率 33.4%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他quenched with NaOH
2. 2
   洗涤The organic layer was washed with brine
3. 3
   干燥dried over MgSO4
4. 4
   浓缩concentrated
5. 5
   其他Purification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes)

实验过程

Bromine (26.4 g) was added to a solution of 4-chloro-o-anisidine (23.55 g) in dichloromethane (400 mL) at room temperature. The resulting mixture was stirred for 10 hours and quenched with NaOH. The organic layer was washed with brine, dried over MgSO4, and concentrated. Purification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes) gave 11.8 g (33%) of the desired 4-chloro-5-bromo-2-aminoanisole. 1H NMR (300 MHz, CDC13) d 6.94 (s, 1 H), 6.78 (s, 1 H), 3.83 (s, 3 H).

来源