Benzosuberone → HCID 2826075, compound

Participants

Reaction Steps

A solution of 6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one (1.0 g, 6.24 mmol) in 1,1-dimethoxy-N,N-dimethylmethanamine (2.5 mL) was heated at 100° C. for 24 hours. On completion of the reaction, the solvent was removed under reduced pressure. The oily residue was triturated with n-hexane (2×50 mL) to give the desired pure product, (E)-6-((dimethylamino)methylene)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one (1.1 g, 82%) as a brown solid. 1H NMR (CDCl3, 400 MHz): δ 7.75 (s, 1H), 7.62 (d, J=6.2 Hz, 1H), 7.34-7.25 (m, 2H), 7.09 (d, J=6.4 Hz, 1H), 3.11 (s, 6H), 2.75 (t, J=6.8 Hz, 2H), 2.35 (t, J=6.4 Hz, 2H), 1.83 (quintet, J=6.8 Hz, 2H). LCMS [M+H]: 216.

Provenance & Evidence