Fischer Esterification

Schematic representation of the Fischer Esterification.
Mechanism of the Fischer Esterification
Mechanism of the Fischer Esterification
Original publication
Review
Sample reactions
intermediate structure
HCl
EtOH
Reflux
intermediate structure
intermediate structure
BF3.OEt2
AcOH
50 °C, 18 h, 96%
intermediate structure
intermediate structure
HCl
MeOH
Reflux
intermediate structure
intermediate structure
HCl
MeOH
Reflux, , 88% (2 steps)
intermediate structure
intermediate structure
H2SO4
MeOH
60 °C, 60 min
intermediate structure
intermediate structure
BnOH, TsOH
PhH
Reflux, 24 h, 67%
intermediate structure
intermediate structure
TsOH
EtOH
Reflux, 10 h, 84% (2 steps)
intermediate structure
intermediate structure
Dowex 50WX8
MeOH
Reflux, 24 h, 47% (3 steps)
intermediate structure
intermediate structure
HCl
MeOH
RT, 5 h, 85%
intermediate structure
intermediate structure
H2SO4
MeOH
Reflux, , 50% (2 steps)
intermediate structure
intermediate structure
H2SO4
MeOH, CHCl3
Reflux, 24 h, 44% (2 steps)
intermediate structure
intermediate structure
H2SO4
MeOH, CHCl3
Reflux, 24 h, 69% (2 steps)
"This step was required for purification purposes (3.3 kg scale!)"
intermediate structure
intermediate structure
H2SO4
MeOH, CHCl3
Reflux, 20 h, 66%
intermediate structure
intermediate structure
TsOH
PhMe
Reflux, 3 h, 90%
intermediate structure
intermediate structure
Cl3CCH2OH, TsOH
PhMe
Reflux
intermediate structure