反应 #6687

反应方程式

triisopropylborate

1,2-difluoro-3-(4-pentyloxybutoxy)-benzene

1,2-Difluoro-3-(4-pentyloxybutoxy)benzene

butyllithium

→

2,3-difluoro-4-(4-pentyloxybutoxy)phenylboronic acid

2,3-Difluoro-4-(4-pentyloxybutoxy)phenylboronic acid

溶剂

THF

反应条件

后处理

1. 1
   workup.STIRRINGThe reaction mixture was stirred at that temperature for 1 h and at room temperature for 10 h
2. 2
   其他quenched with water
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤washed with brine
5. 5
   干燥dried over MgSO4
6. 6
   浓缩concentrated in vacuo
7. 7
   其他Purification
8. 8
   其他by recrystallization from hexane

实验过程

To a solution of 1,2-difluoro-3-(4-pentyloxybutoxy)-benzene (24), (1 equi.) in THF (5 mL/mmole), butyllithium (1.3 equi.) was added at −78° C. The reaction mixture was stirred at that temperature for 2 h,. Then triisopropylborate (1 equi.) was added at that temperature. The reaction mixture was stirred at that temperature for 1 h and at room temperature for 10 h, quenched with water, extracted with ethyl acetate, washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by recrystallization from hexane gave 2,3-difluoro-4-(4-pentyloxybutoxy)phenylboronic acid (25), as a white solid (75%).

来源