反応 #2122466

反応方程式

4,4′-bis(chloromethyl)-1,1′-biphenyl

p-xylene

→

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

溶媒

ethanol

反応条件

後処理

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

実験手順

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.

出典