Reaction #1178395

Reaction equation

4,4′-dihydroxybenzophenone

→

1,1,2,2-tetrakis(4-hydroxyphenyl)ethylene

Yield 83.0%

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
5. 5
   OtherDHTPE was obtained as slight yellow powder of 83% yield

Procedure

A suspension of 4,4′-dihydroxybenzophenone (3.0 g, 14.0 mmol), 1 equiv of TiCl4 (1.54 ml, 14.0 mmol), and 2 equiv of Zn dust (1.83 g, 28.0 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 ethyl acetate (EA) as eluent. DHTPE was obtained as slight yellow powder of 83% yield.

Source