Claisen-Schmidt Condensation

Schematic representation of the Claisen-Schmidt Condensation.

Mechanism of the Claisen-Schmidt Condensation

Mechanism of the Claisen-Schmidt Condensation

Original publication	Ber. Dtsch. Chem. Ges.. 1881, 14, 2460. Ber. Dtsch. Chem. Ges.. 1881, 14, 1459. Tetrahedron. 2016, 72, 4201.
Review	Org. React.. 1968, 16, 1.

Sample reactions

intermediate structure

intermediate structure

NaOH

MeOH

RT, 48 h, 96%

intermediate structure

intermediate structure

intermediate structure

H3PO4

80 °C, , 82%

intermediate structure

intermediate structure

(CH2O)3, PhNHMe.TFA

Dioxane

45%

"The yield was 90 % brsm."

intermediate structure

intermediate structure

TsOH

PhH

80 °C, , 75% (3 steps)

intermediate structure

intermediate structure

TsOH

PhH

Reflux, 4 h, 78%

intermediate structure

intermediate structure

NaOH, Dibenzo-18-crown-6

PhH

Reflux, , 96%

intermediate structure

intermediate structure

AcOH, Piperidine

PhMe

Reflux, 48 h, 41%

intermediate structure

intermediate structure

intermediate structure

NaOH

EtOH, H2O

RT, 15 h, 83%

intermediate structure

intermediate structure

intermediate structure

Mg(OMe)2

PhMe

Reflux, 2.5 h, 52%

intermediate structure