Morpholine → Methanol

Participants

Reaction Steps

The title compound was prepared following the procedure as in Example 18 from 3-acetamido phenol (13 mg; 0.086 mmol) and 3-(3-bromo-4,5-dimethoxy-phenyl)-propenal (25 mg; 0.09 mmol) using morpholine (15 μl; 0.17 mmol) as a base in reluxing methanol (1 ml) (7 h) (yield: 26%). 1H NMR (acetone-d6): 9.06 (s, 1H), 7.36 and 7.34 (broad s each, 1H), 6.89-7.01 (m, 3H), 6.57-6.62 (overlapping d, J=8.4 Hz; 1H), 6.14 (d, J=6.6 Hz) and 6.11 (d, J=4.1 Hz) (1H), 5.62 (broad s) and 5.48-5.50 (m) (1H), 4.19-4.26 (overlapping dd, J=6.2, 11.1 Hz; 1H), 3.85, 3.83 and 3.79 (s each, 6H); 2.34 (broad dd, J=5.9, 12.9 Hz) and 2.09-2.18 (m) (2H), 2.04 (s overlapping with acetone-signal).

Provenance & Evidence