HCID 13007670, compound → HCID 13007671, compound

Participants

Reaction Steps

C19H14O, FW=258.31 g/mol. 1-(2,6-Dimethylphenyl)-5-phenyl-1,4-pentadiyn-3-ol (1.57 g, 6.03 mmol) and manganese dioxide (3.15 g, 36.2 mmol) were combined in dichloromethane (35 mL) and stirred at room temperature for 40 minutes. Following completion of the reaction, the reaction mixture is filtered through celite, concentrated and the orange liquid product is isolated in 93% yield. Rf 0.90 (DCM) 1H NMR (500 MHz, CDCl3, ppm) d 7.61 (d, 2H, J=7.3 Hz), 7.48 (t, 1H, J=7.6 Hz), 7.40 (Ar, m, 3H), 7.08 (d, 2H, J=7.6 Hz), 2.52 (s, 6H); 13C NMR (125 MHz, CDCl3, ppm) d 160.7, 143.2, 133.3, 131.2, 131.0, 128.8, 127.2, 119.6, 119.3, 97.8, 91.5, 90.6, 89.6, 20.9; HR MS (EI) m/z calculated. 258.104465, found 258.104127.

Provenance & Evidence