Piperidine → HCID 53925198, compound

Participants

Reaction Steps

A mixture of 3,5-dinitro-p-methyltoluate (120.08 grams) from Example 1, p-anisaldehyde (68.08 grams), activated basic alumina oxide (150 mesh, 58 angstrom, 70.00 grams), and ethyl acetate (150.0 grams) was heated to reflux. Piperidine (15.3 grams) was added dropwise over 5 hours and the reaction held at reflux for another 6.5 hours. Upon cooling, a yellow crystalline product precipitated and was isolated by filtration. The crude product was recrystallized once from concentrated ethyl acetate to recover 77.6 grams of bright yellow 2,6-dinitro-4-carbomethoxy-4'-methoxystilbene (4). The product was characterized by NMR and had a melting point of 141.5 to 143° C.

Provenance & Evidence