Synthesis of Cubane

Structure of Cubane

C8H8

Principal investigatorJohn Tsanaktsidis
Publication year1997
Synthesis typeTotal
Number of steps 10 (linear)
References
Part 1 of 1
intermediate structure
(CH2OH)2, Dowex 50WX8
PhH
Reflux, 30 h, 90%
intermediate structure
Br2
Dioxane
RT, 2 d
intermediate structure
NaOH
MeOH
Reflux, 2 h, 60% (2 steps)
intermediate structure
H2SO4
RT, 30.5 h, 92%
intermediate structure
HCl
MeOH, H2O
RT
intermediate structure
NaOH
H2O
Reflux, 5 h
intermediate structure
Dowex 50WX8
MeOH
Reflux, 24 h, 47% (3 steps)
intermediate structure
NaOH
MeOH, H2O
Reflux, 4 h, 99%
intermediate structure
SOCl2
Reflux, 2 h
intermediate structure
t-BuSH, DMAP
THF
Reflux, 90 min, 77% (2 steps)
intermediate structure