Dibenzoylmethane → HCID 56840184, compound

Participants

Reaction Conditions

Reaction Steps

A solution of naphthalen-1-ylmethanol (XXII) (0.75 mmol) in CH3NO2 (1 mL) was added slowly over a period of 45 min to a solution of dibenzoylmethane (XXI) (2.27 mmol) and Bi(OTf)2 (0.008 mmol) in CH3NO2 heated at 100° C. The solution was further stirred at 100° C. for 2 h. The solution was cooled and the solvent was removed under vacuum. The residue was purified by column chromatography to produce 2-(naphthalen-1-ylmethyl)-1,3-diphenylpropane-1,3-dione 19 as a yellow solid (75% yield). 1H NMR (DMSO-d6, 400 MHz): δ ppm 3.75 (d, J=7 Hz, 2H), 6.23 (t, J=7 Hz, 1H), 7.24-7.38 (m, 6H), 7.50-7.55 (m, 4H), 7.57 (m, 1H), 7.81-7.87 (m, 5H), 8.14 (m, 1H); ESIMS found C26H20O2 m/z 365 (M+H).

Provenance & Evidence