Fischer-Speier Esterification
Mechanism of the Fischer-Speier Esterification
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| Review |
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Sample reactions
HCl
EtOH
Reflux
BF3.OEt2
AcOH
50 °C, 18 h, 96%
HCl
MeOH
Reflux
HCl
MeOH
Reflux, , 88% (2 steps)
H2SO4
MeOH
60 °C, 60 min
TsOH, BnOH
PhH
Reflux, 24 h, 67%
TsOH
EtOH
Reflux, 10 h, 84% (2 steps)
Dowex 50WX8
MeOH
Reflux, 24 h, 47% (3 steps)
HCl
MeOH
RT, 5 h, 85%
H2SO4
MeOH
Reflux, , 50% (2 steps)
H2SO4
CHCl3, MeOH
Reflux, 24 h, 44% (2 steps)
H2SO4
CHCl3, MeOH
Reflux, 24 h, 69% (2 steps)
"This step was required for purification purposes (3.3 kg scale!)"
H2SO4
CHCl3, MeOH
Reflux, 20 h, 66%
TsOH
Dean-Stark
PhMe
Reflux, 3 h, 90%
TsOH, Cl3CCH2OH
PhMe
Reflux
TsOH
PhH
RT, , 53% (3 steps)
TsOH
Dean-Stark
PhH
Reflux, 1 h, 86% (2 steps)
TsOH
CH2Cl2, MeOH
Reflux, 20 h, 41% (3 steps)
HCl
MeOH
RT, 1 h
"No yield reported."
HCl
MeOH
0 to 25 °C, 24 h, 99%
H2SO4
3 A MS
EtOH, PhH
Reflux, 24 h, 84% (2 steps)
H2O, H2SO4
DME
50 °C, 7 h, 79% (2 steps)