Knoevenagel Condensation

Schematic representation of the Knoevenagel Condensation.
Mechanism of the Knoevenagel Condensation
Mechanism of the Knoevenagel Condensation
Sample reactions
intermediate structure
H2C(CN)2, Et2NH
EtOH
50 to 100 °C, 10 min, 95-98%
intermediate structure
intermediate structure
H2C(CN)2, Et2NH
EtOH
100 °C, 60 min, 97%
intermediate structure
intermediate structure
Malonic Acid, PhNH2
EtOH
Reflux, 8 h, 70-75%
"The starting material is an intermediate of the second part of this synthesis."
intermediate structure
intermediate structure intermediate structure
(CH2NH2)2.2AcOH
PhH
RT, 2 h
intermediate structure
intermediate structure
NaOMe
MeOH
0 °C, 30 min
intermediate structure
intermediate structure
NaOMe
MeOH
0 °C, 2 h, 47% (5 steps)
intermediate structure
intermediate structure intermediate structure
Piperidine
EtOH
Reflux, 60 min, 81%
intermediate structure
intermediate structure intermediate structure
H2O
intermediate structure