Yield:723332-14-7 96%

Reaction Conditions:

Stage #1: vanillinwith potassium carbonate in acetonitrile; for 0.5 h;
Stage #2: α-bromoacetophenone in acetonitrile; for 8 h;Reflux;

Steps:

4.2.7 General procedure for the synthesis of benzaldehydes 9a-13a, 9b-13b and 9c-13c

General procedure: The corresponding hydroxybenzaldehyde (1a-1c) was dissolved in dry acetonitrile (15-20mL) and K₂CO₃ (1.5 eq) was added. The reaction mixture was stirred for 30min and the appropriate halide (1 eq) was added and stirring was continued overnight at reflux temperature. The course of the reaction was monitored by TLC. After completion of the reaction, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

References:

Kelly, John M.;Taylor, Martin C.;Baji?, Miroslav;Bokuli?, Ana;Jeli?, Dubravko;Ko?trun, Sanja;Krstulovi?, Luka;Popov, Andrea Bistrovi?;Rai?-Mali?, Silvana;Stojkovi?, Marijana Radi?;Zonji?, Iva [European Journal of Medicinal Chemistry,2020,vol. 207,art. no. 112802]