تفاعل #833519

معادلة التفاعل

hexane

nBuLi

THF

2a

4-bromo-1,2-didecyloxybenzene

→

3,3′,4,4′-tetrakisdecyloxybiphenyl

المردود 38.0%

المذيبات

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.).

المصدر