反应 #58893

反应方程式

HCl

[2-(4-bromo-2-[1,3]dioxan-2-yl-phenoxy)-ethyl]-dimethyl-amine

n-BuLi

Na2CO3

triisopropyl borate

→

4-(2-Dimethylamino-ethoxy)-3-formyl-benzeneboronic acid

溶剂

THF

反应条件

后处理

1. 1
   workup.WAITwas left for an additional, hour
2. 2
   萃取was extracted with EtOAc
3. 3
   洗涤The organic phase was washed with water
4. 4
   干燥dried (Na2SO4)
5. 5
   其他evaporated in vacuo
6. 6
   workup.ADDITIONAddition of EtOAc afforded beige crystals that
7. 7
   过滤was filtered of and
8. 8
   其他was used without further purification

实验过程

A stirred solution of [2-(4-bromo-2-[1,3]dioxan-2-yl-phenoxy)-ethyl]-dimethyl-amine (15 mmol) in dry THF (100 mL) was cooled to −78° C. and added n-BuLi (16.5 mmol) dropwise. The reaction was left for 30 min at −78° C. and added triisopropyl borate (22.5 mmol). The reaction was heated to room temperature, was added 2M HCl (aq, 50 mL) and was left for an additional, hour. The mixture was added 1M Na2CO3 to neutral pH and was extracted with EtOAc. The organic phase was washed with water, dried (Na2SO4) and evaporated in vacuo. Addition of EtOAc afforded beige crystals that was filtered of and was used without further purification.

来源