Wolff-Kishner Reduction

Mechanism of the Wolff-Kishner Reduction

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Review |
Sample reactions

KOH, NH2NH2
Ethylene Glycol
80%


NaOH, NH2NH2.H2O
Triethylene glycol
Reflux, 2 h, 63-83 &


KOH, NH2NH2
Ethylene Glycol
Reflux, , 82%


K2CO3, NH2NH2
Diethylene glycol
260 °C, 19 h, 63% (2 steps)


NH2NH2, Na
Ethylene Glycol
190-195 °C, 16 h, 100%


K2CO3, NH2NH2.H2O
Diethylene glycol
150 to 200 °C, 7 h, 72%


K2CO3, NH2NH2.H2O
Diethylene glycol
190 °C, , 73%


KOH, NH2NH2
Diethylene glycol
155 °C, 60 min, 92%


KOH, NH2NH2.H2O
Sealed tube
Diethylene glycol
182 °C, 2.5 d, 90%


NaOMe, NH2NH2.H2O
MeOH
195-200 °C, 9 h, 52%


KOH, NH2NH2.H2O
Triethylene glycol
140 to 190 °C, 6 h, 40-49%


NH2NH2, Na
Diethylene glycol
RT to 227 °C, 6 h, 55%


NH2NH2, Na
Diethylene glycol
RT to 255 °C, 5.5 h, 71%
"The enantiomers were resolved with di-p-toluoyl-L-tartaric acid."


NH2NH2, Na
Ethylene Glycol
190-195 °C, 16 h, 76%


NH2NH2
EtOH
Reflux, 12 h, 90%
