Schotten-Baumann Reaction

Schematic representation of the Schotten-Baumann Reaction.

Mechanism of the Schotten-Baumann Reaction

Mechanism of the Schotten-Baumann Reaction

Original publication	Ber. Dtsch. Chem. Ges.. 1884, 17, 2544. Ber. Dtsch. Chem. Ges.. 1886, 19, 3218. J. Med. Chem.. 1989, 32, 1242.
Review

Sample reactions

intermediate structure

BzCl, K2CO3

CHCl3, H2O

Reflux, 2 h, 96% (2 steps)

intermediate structure

intermediate structure

BzCl, K2CO3

H2O, PhH

RT, 2 h, 84% (2 steps)

intermediate structure

intermediate structure

NaHCO3, ClCO2(p-NO2Ph)

CH2Cl2, H2O

RT

intermediate structure

intermediate structure

BzCl, NaOH

H2O

RT to 40 °C, , 70% (2 steps)

intermediate structure

intermediate structure

Ac2O, NaHCO3

CH2Cl2, H2O, Hexane(s)

RT, 60 min, 43% (3 steps)

intermediate structure

intermediate structure

NaOH, ClCO2Me, Et3NBn+ Cl-

CH2Cl2, H2O

0 °C, 5 h, 86%

intermediate structure

intermediate structure

intermediate structure

NaOH, n-Bu4N+ Cl-

CH2Cl2, H2O

0 °C, 50 min, 86%

intermediate structure

intermediate structure

intermediate structure

NaOH

DME, H2O

RT, 10 min, 94%

intermediate structure