Synthesis of Ferruginol

C20H30O
Principal investigator | Frederick E. King |
---|---|
Publication year | 1957 |
Synthesis type | Total |
Number of steps | 8 (linear) |
References |
Part 1 of 1
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Na,
Fe(NO3)3
NH3
-78 °C, 75%

Pd(OH)2/CaCO3,
H2
1-3 atm
EtOH
RT, 30 min, 97%


AlCl3,
AcCl
PhNO2
5 °C, 4 d, 23%
See the Friedel-Crafts Acylation
"Purified by crystallization of the semicarbazone."


Ac2O
Reflux, 60 min, 76% (2 steps)

PtO2,
H2
EtOH
RT, 30 min, 88%

HBr
AcOH, H2O
Reflux, 14 h, 36%
"Purified by crystallization of the benzoate ester."
