Sodium Chloride → HCID 10505429, compound

Participants

Reaction Steps

A mixture of 4,4'-dihydroxybenzophenone (12.4 g, 57.9 mmol), 2-chloromethylquinoline (23.4 g, 132 mmol) and cesium carbonate (46.0 g, 141.2 mmol) was stirred in dry DMF (170 mL). After 5 hours, saturated aqueous NaCl was added and the light brown solid formed was collected by filtration and washed with water. The solid was suspended in ether and collected by filtration, resuspended in ethanol and collected again by filtration and dried in vacuo to afford bis(4-(2-quinolylmethoxy)phenyl) ketone (27.3 g, 95%): IR (KBr) 1635, 1600, 1505, 1250 cm-1 ; 1H NMR (300 MHz, DMSO-d6)δ5.48 (s, 4H), 7.22 (d, 4H, J=9 Hz), 7.64 (m, 2H), 7.71 (d, 4H, J=9 Hz), 7.80 (m, 2H), 8.02 (m, 2H), 8.44 (d, 2H, J=8.5 Hz); MS (DCI/NH3) m/e: 497 (M+H)+.

Provenance & Evidence