Diethyl Ether → AlH(CH2CH2CH2NMe2)2

HRID 489709Notes

Reaction equation

HRID 489709 reaction equation
[AlH3:1].[N:2]([CH3:6])([CH3:5])[CH2:3][CH3:4].[Li][CH2:8][CH2:9][CH2:10][N:11]([CH3:13])[CH3:12].[CH2:14](OCC)C>>[AlH:1]([CH2:8][CH2:9][CH2:10][N:11]([CH3:13])[CH3:12])[CH2:14][CH2:4][CH2:3][N:2]([CH3:6])[CH3:5]

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 11723DimethylethylamineHCID 14488Aluminum hydrideHCID 178506872HCID 178506872, compound

Product 1

HCID 131725248AlH(CH2CH2CH2NMe2)2

Conditions

Temperature
-70 °C

Procedure

A dried flask is charged with AlH3.NEtMe2 (6.60 g, 64 mmol) under an inert atmosphere (e.g., argon) and then 50 mL of diethyl ether. The resulting slurry is cooled to −70° C. and a solution of LiCH2CH2CH2NMe2 (260 mL of 0.5 M solution in diethyl ether) is added. The resulting mixture is allowed to warm slowly to room temperature and stirred for 18 hours. The solvent is then removed in vacuo and the crude product is transferred to a smaller distillation apparatus for purification by distillation under vacuum.

Workup

  1. temperatureto warm slowly to room temperature
  2. customThe solvent is then removed in vacuo
  3. distillationthe crude product is transferred to a smaller distillation apparatus for purification by distillation under vacuum

Sources & evidence

ORD record
ord-b14a1194f1374959a711274ee62c8030
Source dataset
uspto-grants-2005_12
Patent number
US06979370B2

Reaction notes

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