Synthesis of Centrohexaindane

Structure of Centrohexaindane

C41H24

Principal investigatorDietmar Kuck
Publication year1988
Synthesis typeTotal
Number of steps 11 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure
AcOH
100 °C, 60 min, 63%
intermediate structure
LiAlH4
THF
Reflux, 8 h, 88%
intermediate structure
H3PO4
Xylene(s)
Reflux, 2 h, 91%
intermediate structure
CrO3, H2SO4
Acetone, H2O
RT, 12 h, 94%
See the Jones Oxidation
intermediate structure
Br2
AcOH
RT, ON, 85%
intermediate structure
KOH
THF
RT to Reflux, 17 h, 70-85%
intermediate structure
Cu
Quinoline
200 °C, 10 h, 33-38%
intermediate structure + intermediate structure
PhMe
120 °C, 24 h, 91%
intermediate structure
Na
THF, t-BuOH
Reflux, 16 h, 82%
intermediate structure
Br2
CCl4
RT, 20 min, 63%
intermediate structure
AlBr3
PhH
40 °C to Reflux, 42 h, 80%
intermediate structure