Triethylamine → N-(2,6-dimethyl-phenyl)-N-(2,2-dimethoxy-ethyl)-carbomethoxyacetamide

To a solution of N-(2,2-dimethoxyethyl)-2,6-dimethyl aniline (4.45 g, 0.02 mol), triethylamine (2.76 ml, 0.02 mol) in ethyl-ether (25 ml.), malonic acid methyl ester monochloride (2.1 ml, 0.02 mol) was added dropwise in 15' at 0°-5° C. under stirring. The reaction mixture was then stirred 1 hour at 0° C. and 10 minutes at room temperature, then it was filtered, washed twice with 10 ml of a hydrogen chloride solution (5%), then with water till a neutral pH (3×10 ml). The organic phase was anhydrified on anhydrous Na2SO4 and the solvent was evaporated. The residue (yellow oil) was purified by chromatography on a silica gel column using hexane-ethyl acetate (7:3) as eluent. Thereby 2.1 g of the desired product (oil) were obtained.

1. stirringThe reaction mixture was then stirred 1 hour at 0° C. and 10 minutes at room temperature
2. filtrationit was filtered
3. washwashed twice with 10 ml of a hydrogen chloride solution (5%)
4. customthe solvent was evaporated
5. customThe residue (yellow oil) was purified by chromatography on a silica gel column

ORD-Eintrag

ord-945b5a53359f44c690bd755b0023446b

Quelldatensatz

uspto-grants-1981_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04291049