Bis(isobutyl)aluminum chloride → (2-Methoxybenzyl)diisobutylaluminium

HRID 1293492Notes

Reaction equation

HRID 1293492 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][Mg]Cl.[Al:12](Cl)([CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:13][CH:14]([CH3:16])[CH3:15]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][Al:12]([CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:13][CH:14]([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 15688Bis(isobutyl)aluminum chlorideHCID 178489472HCID 178489472, compound

Product 1

HCID 16688367(2-Methoxybenzyl)diisobutylaluminium

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

150 ml (39 mmol) of (2-methoxybenzyl)magnesium chloride as 0.26 molar solution are added dropwise over the course of 3 hours at 0° C. to 6.83 g (38.7 mmol) of iBu2AlCl in 250 ml of tetrahydrofuran. The mixture is slowly brought to room temperature and stirred at room temperature for 18 h. The solvent is removed under reduced pressure (0.05 mbar), and the residue is suspended in 125 ml of n-pentane. The mixture is subsequently filtered through a D4 frit. After removal of the n-pentane, fractional distillation gives (2-methoxybenzyl)diisobutylaluminium as colourless, viscous liquid having a boiling point of 85° C. at 0.05 mbar.

Workup

  1. customis slowly brought to room temperature
  2. customThe solvent is removed under reduced pressure (0.05 mbar)
  3. filtrationThe mixture is subsequently filtered through a D4 frit
  4. customAfter removal of the n-pentane, fractional distillation

Sources & evidence

ORD record
ord-058f60cc42c7472195cce5a8c5c06ca4
Source dataset
uspto-grants-2007_07
Patent number
US07238757B2

Reaction notes

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