N-(2-aminoethyl)acetamide → HCID 19095413, compound

Participants

Reaction Steps

1-(1,3-Benzodioxol-5-yl)-3-(1,3-dioxol-2-yl)-1-propanone (1.7 g) was added under argon and while stirring to a solution of 1.4 g of N-acetylethylenediamine in 20 ml of acetic acid. The reaction mixture was refluxed overnight, the acetic acid was subsequently removed in a vacuum. The residue was taken up in 80 ml of methylene chloride and washed with a mixture of 50 ml of saturated sodium hydrogen carbonate solution and 10 ml of 2N sodium hydroxide solution. The aqueous phase was back-extracted twice with 50 ml of methylene chloride each time, the organic phases were combined, dried with MgSO4 and freed from solvent. The residue, 2.6 g of brown oil, was chromatographed on 50 g of silica gel with ethyl acetate/hexane (2:1) as the eluent. 1.7 g (95%) of N-[2-[2-(1,3-benzodioxol-5-yl)-pyrrol-1-yl]-ethyl]acetamide were isolated as a yellow oil. MS: m/e=272 (M+).

Provenance & Evidence