Reaction #985286

Reaction equation

diethylaluminium chloride

2-dimethylaminobenzyllithium

→

[2-(dimethylamino)benzyl]-diethylaluminium

Yield 62.0%

Solvents

toluene

Conditions

Workup

1. 1
   Otherthe reaction
2. 2
   FiltrationFiltration
3. 3
   Otherthrough a D4 frit and removal of the solvent
4. 4
   workup.DISTILLATIONby distillation

Procedure

7.17 g (7.5 ml; 59.5 mmol) of diethylaluminium chloride were added dropwise to a suspension, cooled to −30° C., of 8.40 g (59.5 mmol) of 2-dimethylaminobenzyllithium in 150 ml of toluene in an inert nitrogen atmosphere. After slow warming to room temperature, the mixture was stirred for 15 hours in order to complete the reaction. Filtration through a D4 frit and removal of the solvent by distillation gave 8:05 g of [2-(dimethylamino)benzyl]-diethylaluminium (36.7 mmol/62%) as a colourless liquid by slow fractional distillation from the residue.

Source