Water → 1-(4-Carboxyphenyl)-2-nitropropene
Reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([OH:3])=[O:2].O.[N+:13]([CH2:16][CH3:17])([O-:15])=[O:14]>C(N)CCC>[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[C:16]([N+:13]([O-:15])=[O:14])[CH3:17])=[CH:6][CH:5]=1)([OH:3])=[O:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-carboxybenzaldehyde (38.44 g) in nitroethane (360 ml) and butylamine (2 ml) was heated at reflux for 2 hours with azeotropic distillation of water using a Dean and Stark apparatus The solution was cooled to room temperature and the resulting solid was collected and recrystallised from isopropanol (250 ml) with hot filtration to give 1-(4-carboxyphenyl)-2-nitropropene (31.57 g) in the form of a yellow crystalline solid, m.p. 212°-214° C.