Reaction #985285

ord-83686acd98cd4ba185f76166f11b52c2

Reaction equation

[CH3][Al+][CH3].[Cl-]
dimethylaluminium chloride
[Li][CH2]c1ccccc1N(C)C
[2-(dimethylamino)benzyl]lithium
CN(C)c1ccccc1[CH2][Al]([CH3])[CH3]
[2-(dimethyl-amino)benzyl]dimethylaluminium
Yield 58.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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

10.0 ml (107.8 mmol) of dimethylaluminium chloride were added dropwise to a suspension, cooled to −30° C., of 15.21 g (107.8 mmol) of [2-(dimethylamino)benzyl]lithium in 250 ml of hexane in an inert nitrogen atmosphere. After slow warming to room temperature, the mixture was stirred for 14 hours in order to complete the reaction. Filtration through a D4 frit and removal of the solvent by distillation gave 11.95 g of [2-(dimethyl-amino)benzyl]dimethylaluminium (62.5 mmol/58%) as a colourless liquid by slow fractional distillation from the residue.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07351678B2uspto-grants-2008_04