Synthesis of Estrone
C18H22O2
Principal investigator | K. Peter C. Vollhardt |
---|---|
Publication year | 1979 |
Synthesis type | Total |
Number of steps | 9 (2 parts) |
References |
Part 1 of 2
- n-BuLi , (CH2NMe2)2
- Ethylene oxide
THF
-40 °C, 60 min, 65%
TsCl
Pyr
0 °C, 13 h
Part 2 of 2
LiNH2
NH3, THF
-45 to -35 °C, 9 h, 43%
CpCo(CO)2
Reflux, 41 h
CF3CO2H
hv
CCl4, CHCl3
-60 to -10 °C, 20 h
"The product is a 90:10 mixture of regioisomers."
Pb(OAc)4
CF3CO2H
-30 to -5 °C, 30 min, 88% (2 steps)