Morpholine → Methanol

Participants

Reaction Steps

The title compound was prepared following the procedure as in Example 18 from 7-hydroxy-indole (0.200 g, 1.50 mmol) and 3-(3-bromo-4,5-dimethoxyphenyl)-propenal (0.416 g, 1.50 mmol) using morpholine (0.143 mL, 1.65 mmol) as a base in refluxing methanol (7.5 mL) (yield: 20%). 1H NMR (CDCl3): 10.22 and 10.16 (s each, 1H); 7.27-7.24 (m, 1H); 7.03-6.94 (m, 3H); 6.42-6.36 (m, 2H); 6.21 (d, J=7.6 Hz) and 6.16 (dd, J=5.0, 1.0 Hz) (1H); 5.74-5.71 and 5.61-5.56 (m each, 1H); 4.42-4.36 (m, 1H); 3.83 (s, 3H); 3.79 (s, 3H); 2.85-2.48 and 2.28-2.09 (m each, 2H).

Provenance & Evidence