Dimethylalumanylium chloride → [2-(Dimethyl-amino)benzyl]dimethylaluminium

HRID 898103Notes

Reaction equation

HRID 898103 reaction equation
[Cl-].[CH3:2][Al+:3][CH3:4].[CH3:5][N:6]([CH3:15])[C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH2:9][Li]>CCCCCC>[CH3:5][N:6]([CH3:15])[C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH2:9][Al:3]([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 16686359Dimethylalumanylium chlorideHCID 178506851HCID 178506851, compound

Product 1

HCID 72359369[2-(Dimethyl-amino)benzyl]dimethylaluminiumYield 58%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

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.

Workup

  1. customthe reaction
  2. filtrationFiltration
  3. customthrough a D4 frit and removal of the solvent
  4. distillationby distillation

Sources & evidence

ORD record
ord-83686acd98cd4ba185f76166f11b52c2
Source dataset
uspto-grants-2008_04
Patent number
US07351678B2

Reaction notes

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