Dimethylamine → 2-(2-(2-(Dimethylamino)ethoxy)ethoxy)ethanol

HRID 1446854Notes

Reaction equation

HRID 1446854 reaction equation
Cl[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10].[CH3:11][NH:12][CH3:13]>>[CH3:11][N:12]([CH3:13])[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 788712-(2-(2-Chloroethoxy)ethoxy)ethanol

Product 1

HCID 108450342-(2-(2-(Dimethylamino)ethoxy)ethoxy)ethanol

Procedure

Commercial Cl(CH2CH2O)3H (abb. ClE3H) (2.0 mole) and dimethylamine (20.0 mole) were mixed in a flask (3.0 l) fitted with a condenser and stirred (RT) for 30 hours. TLC (Si-gel) examination showed the complete consumption of the ClE3H. Excess dimethylamine was removed by two consecutive evaporations under reduced pressure. The residual material was reconstituted in CHCl3, dried (MgSO4), filtered and evaporated to dryness to produce the product, 8-dimethylamino-3,6-dioxaoctanol.

Workup

  1. customfitted with a condenser
  2. customthe complete consumption of the ClE3H
  3. customExcess dimethylamine was removed by two consecutive evaporations under reduced pressure
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-431be094b9644bce8e2107c02042c0cd
Source dataset
uspto-grants-1982_02
Patent number
US04314060

Reaction notes

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