反应 #2271690

反应方程式

1-(4-hydroxy-3-methoxyphenyl)phenylmethanone

K2CO3

1.3-dibromopropane

→

1-[4-(3-bromopropoxy)-3-methoxylphenyl]phenylmethanone

收率 13.2%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 4 hours
3. 3
   其他At the end of the reaction
4. 4
   过滤the inorganics were filtered off
5. 5
   其他the solvent was removed on a rotary evaporator
6. 6
   其他The residue was purified on a flash chromatographic column (SiO2, 140 g, eluted with 4:1 hexane:dichloromethane, 1.2 l)
7. 7
   其他to give a partially solidified material
8. 8
   其他Recrystallization twice from ethanol

实验过程

A mixture of 1-(4-hydroxy-3-methoxyphenyl)phenylmethanone (14 g, 61.4 mmol), K2CO3 (13 g, 92.1 mmol), and 1.3-dibromopropane (28 g, 86 mmol) in acetonitrile (400 ml) was heated at reflux for 4 hours. The reaction was followed by thin layer chromatography. At the end of the reaction, the inorganics were filtered off and the solvent was removed on a rotary evaporator. The residue was purified on a flash chromatographic column (SiO2, 140 g, eluted with 4:1 hexane:dichloromethane, 1.2 l) to give a partially solidified material; 15.44 g (72%). Recrystallization twice from ethanol gave 2.84 g of 1-[4-(3-bromopropoxy)-3-methoxylphenyl]phenylmethanone as white crystals, m.p.=88°-89° C. ANALYSIS: Calculated for C12H17BrO3: 58.47%C 4.91%H 5.19%N Found: 59.03%C 4.87%H

来源