4-Methyl-3-nitrobenzoic acid → HCID 73412750, compound

Participants

Reaction Conditions

Reaction Steps

DMF-DMA (45.4 g; 2.3 equiv.) was added under a nitrogen atmosphere to a solution of 4-methyl-3-nitrobenzoic acid (30 g; 1 equiv.) in dimethylformamide (150 ml). The resulting reaction mixture was heated for 17 h at 140° C. When the conversion was complete, the DMF was distilled off; 150 ml of methanol were added to the residue, and the mixture was stirred for 2 hours at room temperature and then crystallised overnight at 0-4° C. The resulting solid was filtered out and washed with ice-cold methanol and then with hexane. Drying yielded 4-(2-(dimethylamino)vinyl)-3-nitrobenzoic acid (28 g; 71.79%) in the form of a red solid.

Provenance & Evidence