反应 #470446

反应方程式

2-amino-4-bromophenol

1,2-dibromoethane

K2CO3

→

5-bromo-2-(2-bromoethoxy)benzenamine

收率 37.0%

溶剂

DMF

water

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate (100 mL)
2. 2
   洗涤The organic layer was washed with water (3×50 mL) and brine (50 mL)
3. 3
   浓缩concentrated
4. 4
   其他purified by column chromatography on silica gel (ethyl acetate in petroleum, 10% v/v)

实验过程

A mixture of the product 2-amino-4-bromophenol (500 mg, 2.66 mmol), 1,2-dibromoethane (2.5 g, 13.3 mmol) and K2CO3 (1.84 g, 13.3 mmol) in DMF (10 mL) was stirred at room temperature for 4 h. The mixture was diluted with water (100 mL) and extracted with ethyl acetate (100 mL). The organic layer was washed with water (3×50 mL) and brine (50 mL), concentrated and purified by column chromatography on silica gel (ethyl acetate in petroleum, 10% v/v) to give 5-bromo-2-(2-bromoethoxy)benzenamine (250 mg, 37%) as a yellow solid. LCMS: 294 [M+1]+. 1H NMR (400 MHz, DMSO-d6) δ 3.79 (t, J=6.0 Hz, 2H), 4.25 (t, J=5.6 Hz, 2H), 5.06 (s, 2H), 6.63 (dd, J1=2.4 Hz, J2=8.0 Hz, 1H), 6.77 (d, J=8.4 Hz, 1H), 6.82 (d, J=2.4 Hz, 1H).

来源