Reaction #1178394

Reaction equation

p-methoxybenzophenone

→

1,2-Bis(4-methoxyphenyl)-1,2-diphenylethene

Yield 91.0%

Solvents

THF

Conditions

Workup

1. 1
   Temperaturewas refluxed for 20 h
2. 2
   Filtrationfiltered
3. 3
   OtherThe filtrates were evaporated
4. 4
   Otherthe crude product was purified by a silica gel column

Procedure

A suspension of p-methoxybenzophenone (1.06 g, 5.0 mmol), 1.34 equiv of TiCl3/AlCl3 (5.81 g, 6.7 mmol), and 25 equiv of Zn dust (8.01 g, 122.0 mmol) in 100 ml of dry THF was refluxed for 20 h. The reaction mixture was cooled to room temperature and filtered. The filtrates were evaporated and the crude product was purified by a silica gel column using hexane as eluent. 1,2-Bis(4-methoxyphenyl)-1,2-diphenylethene (TPE-OMe) was isolated in 91% yield.

Source