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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156833Generated: October 30, 2026

2,6-Dimethylaniline → N-(2,6-dimethylphenyl)-2-methoxyacetamide

https://huagongshe.com/reaction/1156833

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DimethylanilineHCID 6896—
ReactantTriethylamineHCID 8471—
ReactantMethoxyacetyl chlorideHCID 96623—
SolventTolueneHCID 1140—
ProductN-(2,6-dimethylphenyl)-2-methoxyacetamideHCID 1087801457%

Reaction Steps

55 g (0.5 mol) of methoxyacetyl chloride were added dropwise to a solution of 61 g (0.5 mol) of 2,6-dimethylaniline and 50.5 g (0.5 mol) of triethylamine in 250 ml of toluene at 5° to 15° C., while stirring and cooling. The mixture was subsequently stirred at 20° C. for 2 hours, filtered and concentrated and the residue was taken up in water. The aqueous mixture was extracted with methylene chloride and the extract was dried over sodium sulphate and concentrated by distilling off the solvent. The residue was distilled under a high vacuum. 55 g (57% of theory) of 2,6-dimethyl-N-methoxyacetyl-aniline of boiling point 122°-132° C./0.1 mm Hg and of melting point 61°-63° C. were obtained. ##STR177##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04337268
Source datasetuspto-grants-1982_06
ORD IDord-8637958b54ba4c4181c22cb21766b6b4
Source noteuspto-grants-1982_06