Diethylaluminum chloride → HCID 16689304, compound

HRID 1293491

Reaction equation

HRID 1293491 reaction equation
[Al:1](Cl)([CH2:4][CH3:5])[CH2:2][CH3:3].[CH2:7]([O:9][C:10]1([Li])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH2:11]1)[CH3:8].C([Li])(C)(C)C.C(OC1C2C(=CC=CC=2)C=CC=1)C>CCCCCC.C(OCC)C>[CH2:7]([O:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:19]=1[C:18]([Al:1]([CH2:4][CH3:5])[CH2:2][CH3:3])=[CH:17][CH:16]=[CH:15]2)[CH3:8]

Participants

7

Reactant 4

HCID 7277Diethylaluminum chlorideHCID 214031-EthoxynaphthaleneHCID 178418306HCID 178418306, compoundHCID 178506782HCID 178506782, compound

Product 1

HCID 16689304HCID 16689304, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

2.5 ml (20 mmol) of Et2AlCl are added dropwise at −40° C. to a suspension of 50 ml of diethyl ether and 3.5 g (20 mmol) of (1-ethoxynaphth-1-yl)lithium, prepared from 33 ml (56 mmol) of t-butyllithium (1.7M solution in pentane) and 9.7 g (56 mmol) of 1-ethoxynaphthalene in 200 ml of hexane. The mixture is slowly brought to room temperature and stirred at room temperature for 24 h. The mixture is subsequently decanted off from the solid, the solvent is removed, the residue is taken up in 35 ml of toluene and filtered through a D4 frit. After removal of the toluene, fractional distillation gives (8-ethoxynaphth-1-yl)diethylaluminium as pale-yellow liquid having a boiling point of 146° C. at 0.01 mbar.

Workup

  1. customis slowly brought to room temperature
  2. customThe mixture is subsequently decanted off from the solid
  3. customthe solvent is removed
  4. filtrationfiltered through a D4 frit
  5. customAfter removal of the toluene, fractional distillation

Sources & evidence

ORD record
ord-f1f64abcf1c44fc987c528aa90604857
Source dataset
uspto-grants-2007_07
Patent number
US07238757B2

Linked notes

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