Morpholine → HCID 86609836, compound

Participants

Reaction Steps

360 mg (0.8 mmol) of allyl 4-{2-[4-(acetylethylamino)-3-tert-butylphenyl]-2-hydroxyiminoethoxy}benzoate are dissolved in 10 ml of THF. 48 mg (0.04 mmol) of tetrakis(triphenylphosphine)palladium are added and the medium is stirred for 5 min. 73 μl (0.8 mmol) of morpholine are then added and the reaction medium is stirred for 15 hours. After treatment with 1N hydrochloric acid solution and extraction with ethyl acetate, the residue is purified by chromatography (eluent: 5/5 heptane/ethyl acetate). A white powder is obtained (m.p.=192° C., m=200 mg, yield=60%); (1H NMR (DMSO): 1.05-1.07 (t, 3H); 1.29 (s, 9H); 1.64 (s, 3H); 2.73 (m, 1H); 4.13 (m, 1H); 5.33 (s, 2H); 6.46 (1H); 6.6 (1H); 7.07-7.09 (d, J=8.1 Hz, 1H); 7.51-7.53 (d, J=8 Hz, 1H); 7.54-7.64 (m, 2H); 7.86 (s, 1H); 12.1 (s, 1H)).

Provenance & Evidence