Cyclohexanone → HCID 53895452, compound

Participants

Reaction Steps

To a solution of methyl p formylbenzoate (186.0 g, 1.13 mol) and cyclohexanone (50.4 g, 0.514 mol) in 1 L of methanol, prepared and maintained under an inert atmosphere in a 2 L, 3-necked, round bottom flask equipped with a mechanical stirrer, is added 20 mL of an aqueous solution containing sodium hydroxide (4.0 g, 0.1 mol). The mixture is stirred at ambient temperature for 4.5 hours and the reaction mixture is then filtered and the product dried to give 113.2 g of 2,6-bis(4'-methoxycarbonylbenzylidene)cyclohexanone. The filtrate is heated on a steam bath for 45 minutes, cooled and filtered to give an additional 27.9 g of product for a total yield of 141.1 g (70% of theory) of 2,6-bis(4'-methoxycarbonylbenzylidene)-cyclohexanone. The results from analyses of a sample recrystallized from acetic acid are:

Provenance & Evidence