Aldol Condensation

Mechanism of the Aldol Condensation

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Sample reactions


CuI, MeLi
THF
0 °C to RT, 45 min, 60%


KOt-Bu
THF
Reflux, 6 h, 75%


NaOMe
MeOH
-10 °C, 10 min, 69%


NaOH
H2O, MeOH
Reflux, 2 h, 58% (2 steps)


AcOH, Piperidine
Dean-Stark
PhH
60 °C, 60 min, 66% (2 steps)


Pyrrolidinium acetate
MeOH


KOH
EtOH
Reflux, , 84%


NaOH
H2O, THF
RT, 10 h, 70% (3 steps)


TiCl4
o-Dichlorobenzene
85%


NaOt-Amyl
PhH
Reflux, 3.5 h, 89%


NaH
PhMe
Reflux, 18.5 h, 66%


Al2O3
4 Å MS
CH2Cl2
RT, 2 h, 70%


KOt-Bu
t-BuOH
0 °C, 60 min


KOH
EtOH, H2O
55 °C, 90 min, 40%


KOH, n-Bu4N+ OH-
Et2O, THF
Reflux, ON, 97%



NaOMe
MeOH, THF
-10 to 2 °C, 18 h, 90%



KOH
MeOH
RT, 30 min, 85%


Me3N+Bn HO-, MeCN
Dean-Stark
PhH
Reflux, 2 h, 82%


KOH, n-Bu4N+ OH-
Et2O, H2O, THF
Reflux, 4 h, 84% (2 steps)



KOH
H2O
95 °C, 6 h


NaOH
H2O, MeOH
Reflux, 18 h, 46% (3 steps)


KOH
H2O, MeOH
RT, 20 h, 72%


NaOEt
EtOH
70 °C, 45 min
