Malononitrile → HCID 69038031, compound

Participants

Reaction Steps

To a mixture of 5-bromoveratraldehyde (245 mg, 1 mmol) and malononitrile (66 mg, 1 mmol) in ethanol (4 mL) was added piperidine (0.05 mL, 0.5 mmol) and 7-hydroxyindole (133.2 mg, 1 mmol). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by chromatography on silica gel with EtOAc and hexane (1:2) as eluant, yielding 56 mg (13%) the title compound. 1H NMR (CDCl3): 8.39 (brs, 1H), 7.34–7.25 (m, 2H), 6.91 (d, J=2.1 Hz, 1H), 6.76 (d, J=2.1 Hz, 1H), 6.67 (d, J=8.1 Hz, 1H), 6.56 (q, J=2.1 Hz, 1H), 4.80 (s, 1H), 4.67 (brs, 2H), 3.84 (s, 3H), 3.83 (s, 3H).

Provenance & Evidence