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)
