Ethylene Glycol → 2-hydroxyethoxy-acetic acid N,N-dimethylamide

HRID 1513553Notes

Reaction equation

HRID 1513553 reaction equation
[OH-:1].C([N+:6]([CH2:15]CCC)([CH2:11][CH2:12]CC)[CH2:7]CCC)CCC.[CH2:19]([OH:22])[CH2:20][OH:21]>C1(C)C=CC=CC=1>[CH3:15][N:6]([CH3:7])[C:11](=[O:1])[CH2:12][O:21][CH2:20][CH2:19][OH:22]

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 2723671Tetrabutylammonium Hydroxide

Product 1

HCID 167525962-hydroxyethoxy-acetic acid N,N-dimethylamideYield 35.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The process according to Example 6 is followed with the difference that instead of ethylene glycol, toluene is used as solvent and 1 g tetrabutyl ammonium hydroxide is added to the reaction mixture. The yield is 5.22 g (35.5%) of the title compound having the purity higher than 98% as determined by gas chromatography.

Sources & evidence

ORD record
ord-5088c9b86fe94ffbab87776fba1f0507
Source dataset
uspto-grants-2012_07
Patent number
US08217200B2

Reaction notes

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