Aluminum(III) Chloride → Tris(4-methylphenyl)alumane

HRID 1847128Notes

Reaction equation

HRID 1847128 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Br)=[CH:4][CH:3]=1.[Al+3:10].[Cl-].[Cl-].[Cl-]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([Al:10]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 178418370HCID 178418370, compound

Product 1

HCID 16701324Tris(4-methylphenyl)alumaneYield 89.9%

Procedure

To a solution of 4-methylphenylmagnesium bromide (9 mL, 9 mmol, 1.0 M in THF) was added a solution of AlCl3 (6 mL, 3 mmol, 0.5 M in THF) at 0° C. The mixture was stirred at room temperature for 15 hours. The solution was removed from the solids by cannula and the solvent was evaporated under a strong stream of dry nitrogen gas. The residue was washed twice with n-hexane (10 mL each) and filtered in an enclosed system (Schlenk filtration) to avoid exposure of the moisture sensitive organometallic product to the atmosphere. The filtered solid was dried under reduced pressure affording the title product (0.81 g, 72%).

Workup

  1. customThe solution was removed from the solids by cannula
  2. customthe solvent was evaporated under a strong stream of dry nitrogen gas
  3. washThe residue was washed twice with n-hexane (10 mL each)
  4. filtrationfiltered in an enclosed system (Schlenk filtration)
  5. customThe filtered solid was dried under reduced pressure

Sources & evidence

ORD record
ord-6cd01a6547864900a462a9e404fa1d7f
Source dataset
uspto-grants-2015_02
Patent number
US08952139B2

Reaction notes

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