Dimethylformamide → Veratraldehyde

Participants

Reaction Steps

To a three-necked 100 ml flask equipped for reflux and fitted with a mechanical stirrer was added 10 ml of dimethylformamide, 1.0 g (0.0072 mol) of protocatechualdehyde 1.0 g (0.007 mol) of potassium carbonate, and 4.0 ml (0.047 mol) of dimethyl sulfite. The mixture was heated for four hours to 100° C. then quenched hot with 200 ml of water. The organic material was extracted into methylene chloride and the extracts were washed with 15 ml of 12% caustic solution, twice with 25 ml of water and then concentrated in vacuo to obtain 0.4 g of crude veratraldehyde.

Provenance & Evidence