Reaktion #2122466

Reaktionsgleichung

4,4′-bis(chloromethyl)-1,1′-biphenyl

p-xylene

→

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

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle