반응 #833519

반응 방정식

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

수율 38.0%

용매

water

반응 조건

후처리

1. 1
   기타had been precooled to −30° C
2. 2
   workup.ADDITIONOnce the addition
3. 3
   추출extracted with ether
4. 4
   세척The ether layer was washed with water
5. 5
   건조dried with MgSO4
6. 6
   기타The solvent was removed under reduced pressure
7. 7
   기타The residue was crystallized from a THF/MeOH mixture at −15° C.

실험 절차

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.).

출처