Ethoxyacetyl chloride → N-(1'-methyl-2'-methoxyethyl)-N-ethoxyacetyl-2,6-dimethylaniline

HRID 26706Notes

Reaction equation

HRID 26706 reaction equation
[CH2:1]([O:3][CH2:4][C:5](Cl)=[O:6])[CH3:2].[CH3:8][CH:9]([NH:13][C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])[CH2:10][O:11][CH3:12]>C1(C)C=CC=CC=1>[CH3:8][CH:9]([N:13]([C:5](=[O:6])[CH2:4][O:3][CH2:1][CH3:2])[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])[CH2:10][O:11][CH3:12]

Participants

4

Reactant 2

HCID 84189Ethoxyacetyl chlorideHCID 10899497N-(2',6'-dimethylphenyl)-1-methoxymethylethylamine

Product 1

HCID 12827478N-(1'-methyl-2'-methoxyethyl)-N-ethoxyacetyl-2,6-dimethylaniline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

With stirring, 7.3 g of ethoxyacetyl chloride in 20 ml of abs. toluene were added at room temperature to 9.6 g of N-(1'-methyl-2'-methoxyethyl)-2,6-dimethylaniline. After stirring for 3 hours at room temperature, the reaction mixture was filtered. The filtrate was freed from solvent and the residual oil was distilled in a high vacuum. Boiling point: 122°-124° C./0.04 torr.

Workup

  1. stirringAfter stirring for 3 hours at room temperature
  2. filtrationthe reaction mixture was filtered
  3. distillationthe residual oil was distilled in a high vacuum

Sources & evidence

ORD record
ord-b7eb65230edc41739f6a32c90efce397
Source dataset
uspto-grants-1979_04
Patent number
US04151295

Reaction notes

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