Synthesis of Cocaine

Structure of Cocaine

C17H21NO4

Principal investigatorJoseph J. Tufariello
Publication year1978
Synthesis typeTotal
Number of steps 9 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure
HgO
PhMe
Reflux, 15 h, 96%
intermediate structure
mCPBA
CH2Cl2
0 °C to RT, 2 h
intermediate structure
Methyl acrylate
PhMe
Reflux, 20 h, 77% (2 steps)
intermediate structure
MsCl
Pyr
0 °C to RT, 4 h, 95%
intermediate structure
DBN
PhH
RT, 4 h, 86%
intermediate structure
Xylene(s)
Reflux, 3 h
intermediate structure
MeI
CH2Cl2, Et2O
RT, 12 h, 58%
intermediate structure
Zn
AcOH, H2O
70 °C, 3.5 h, 47%
intermediate structure
BzCl, Na2CO3
PhH
Reflux, 10 h, 37%
intermediate structure