Reaction #985287

ord-57bb6f8ddb4c451aaa3533668a37e62f

Reaction equation

CC(C)[CH2][Al+][CH2]C(C)C.[Cl-]
diisobutylaluminium chloride
[Li][c]1cccc2cccc(N(C)C)c12
[8-(dimethylamino)naphth-1-yl]lithium
CC(C)[CH2][Al]([CH2]C(C)C)[c]1cccc2cccc(N(C)C)c12
[8-(dimethylamino)naphth-1-yl]diisobutylaluminium

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

9.5 g (0.048 mmol) of diisobutylaluminium chloride were added dropwise to a suspension, cooled to −40° C., of 12.1 g (0.048 mmol) of [8-(dimethylamino)naphth-1-yl]lithium etherate and 100 ml of diethyl ether in an inert nitrogen atmosphere. After slow warming to room temperature, the mixture was stirred for a further 24 hours in order to complete the reaction. Filtration through a D4 frit and removal of the solvent by distillation gave 10.6 g of [8-(dimethylamino)naphth-1-yl]diisobutylaluminium (71%) as a colourless, oily liquid by fractional distillation from the residue.

Source

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