Reacción #833519

Ecuación de reacción

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

Rendimiento 38.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.).

Fuente