反応 #833519

反応方程式

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

収率 38.0%

溶媒

water

反応条件

後処理

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

実験手順

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.).

出典