反应详情

Dimethyl 1,4-cyclohexanedione-2,5-dicarboxylate (9.12 gm; 40 mmol) and methanol (200 ml) were heated to boiling, then 4-methoxyaniline (10.84 gm; 88 mmol) was added followed by conc. hydrochloric acid (400 μl). The mixture was refluxed for 2.5 hours under a nitrogen atmosphere. On cooling, an orange solid precipitated out which was collected by filtration, washed with methanol and dried under vacuum to give 17.0 gm (97%) of dimethyl 2,5-bis{(4-methoxyphenyl)amino}cyclohexa-1,4-diene-1,4-dicarboxylate.

1. temperatureThe mixture was refluxed for 2.5 hours under a nitrogen atmosphere
2. temperatureOn cooling
3. customan orange solid precipitated out which
4. filtrationwas collected by filtration
5. washwashed with methanol
6. customdried under vacuum