Reaction #1458414

Reaction equation

tetraphenylcyclopentadienone

isobutylamine

diethyl ether

→

title compound

Yield 67.1%

N-isobutyl-2,3,4,5-tetraphenylcyclopentadieneimine

Yield 67.1%

Solvents

toluene

Conditions

Workup

1. 1
   Otherat 0° C
2. 2
   Temperaturerefluxed for 12 hours
3. 3
   TemperatureThe reaction mixture was cooled
4. 4
   Othersolid precipitation
5. 5
   FiltrationThe resultant solid was filtered
6. 6
   Otherdried

Procedure

3 g (7.8 mmol) of tetraphenylcyclopentadienone and 3.49 ml (35.1 mmol) of isobutylamine were dissolved in 50 ml of toluene and 0.7 ml (5.85 mmol) of TiCl4 was added thereto at 0° C. The resulting mixture was agitated for 30 minutes at room temperature and then refluxed for 12 hours. The reaction mixture was cooled and diethyl ether was added thereto to induce solid precipitation. The resultant solid was filtered and dried to obtain 2.3 g of the title compound.

Source