Diethylhydroxylamine → HCID 20337386, compound

Participants

Reaction Steps

To 9.1 g (0.0455 mol) of aspirin chloride dissolved in 100 ml of ether was added 8.1 g (0.09 mol) of N,N-diethylhydroxylamine dissolved in 100 ml of ether. The resulting suspension was filtered and the filtrate was diluted with 800 ml of heptane and filtered again. The ether-heptane filtrate was then concentrated in vacuo to give the desired compound (E) as a light yellow oil in 84% yield: TLC (silica gel, ehter) Rf =0.39; IR (neat) broad band 1760-1730 cm-1 (s) (C=O); NMR (CDCl1)δ8.1.7.0 (m, 4, aromatic-H), 3.0 (q, 4, J=7 Hz, CH3CH2 --N), 2.33 (s, 3, CH3C--O2) and 1.18 (t, 6, J=7 Hz, CH3CH2 --N).

Provenance & Evidence