反应 #833519

反应方程式

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

收率 38.0%

溶剂

water

反应条件

后处理

1. 1
   其他had been precooled to −30° C
2. 2
   workup.ADDITIONOnce the addition
3. 3
   萃取extracted with ether
4. 4
   洗涤The ether layer was washed with water
5. 5
   干燥dried with MgSO4
6. 6
   其他The solvent was removed under reduced pressure
7. 7
   其他The residue was crystallized from a THF/MeOH mixture at −15° C.

实验过程

A hexane solution of nBuLi (1.57 M, 1.02 mL) was added dropwise to a THF solution (50 mL) of 2a which had been precooled to −30° C. Once the addition was complete the reaction mixture was allowed to warm to room temperature. After stirring for an additional 12 h the reaction mixture was poured into water and extracted with ether. The ether layer was washed with water and dried with MgSO4. The solvent was removed under reduced pressure. The residue was crystallized from a THF/MeOH mixture at −15° C. to give colorless crystals of 3,3′,4,4′-tetrakisdecyloxybiphenyl (3a) in 38% yield (mp 85-86° C.).

来源