Реакция #833519

Уравнение реакции

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

Выход 38.0%

Растворители

water

Условия реакции

Обработка

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

Методика

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.).

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