Synthesis of Quinine

Structure of Quinine

C20H24N2O2

Principal investigatorPaul Rabe
Publication year1918
Synthesis typePartial
Number of steps 3 (linear)
References
Part 1 of 1
intermediate structure
NaOBr, HCl
Et2O, H2O
RT, 24 h, 55%
"The starting material (quinotoxine) was obtained from the degradation of natural quinine."
intermediate structure
NaOEt
EtOH
Reflux, 10 min, 88%
intermediate structure
Al, NaOEt
EtOH
Reflux, 2 h, 5%
"(-)-Quinine was selectively cristallized (as a tartrate salt) from the resulting four diastereoisomers."
intermediate structure