Реакция #2122466

Уравнение реакции

4,4′-bis(chloromethyl)-1,1′-biphenyl

p-xylene

→

4,4′-bis(2,5-dimethylbenzyl)-1,1′-biphenyl

Растворители

ethanol

Условия реакции

Обработка

1. 1
   workup.STIRRINGAfter stirring overnight at room temperature
2. 2
   ДругоеThe mixture was transferred to a separatory funnel
3. 3
   Промывкаwashed with dilute aqueous HCl
4. 4
   СушкаThe organic layer was dried over magnesium sulfate
5. 5
   Концентрированиеconcentrated to dryness under vacuum on a rotary evaporator
6. 6
   ДругоеThe tan solid was recrystallized from toluene yielding a white crystalline product, mp=144.6 C

Методика

A 100mL flask was charged with 4,4′-bis(chloromethyl)-1,1′-biphenyl (1.0 g) and p-xylene (25 mL). To the clear solution stirring at room temperature was added titanium tetrachloride (6 drops) and the mixture instantly became dark brown. After stirring overnight at room temperature, ethanol (2mL) was added to kill the catalyst, and the mixture became a light, cream colored suspension. The mixture was transferred to a separatory funnel and washed with dilute aqueous HCl followed by saturated aqueous sodium bicarbonate. The organic layer was dried over magnesium sulfate, and concentrated to dryness under vacuum on a rotary evaporator. The tan solid was recrystallized from toluene yielding a white crystalline product, mp=144.6 C. GC/MS, HNMR, CNMR and IR were all consistent with the desired product.

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