Synthesis of Triquinacene

Structure of Triquinacene

C10H10

Principal investigator	Pierre Deslongchamps
Publication year	1973
Synthesis type	Total
Number of steps	6 (linear)
References	Synth. Commun. 1973, 3, 161. Can. J. Chem. 1978, 56, 1687.

Part 1 of 1

intermediate structure

H2SO4, NaN3

CF3CO2H

45-50 °C, 5 h, 35%

See the Schmidt Reaction

intermediate structure

hν

MeOH

RT, 30 min

See the Norrish Reaction

intermediate structure

HCl

Acetone, H2O

RT, 60 min

See the Aldol Addition

intermediate structure

LiAlH4

Et2O

Reflux, 3 h, 55% (3 steps)

intermediate structure

MsCl, Pyr

CH2Cl2

-30 to 0 °C, 3.5 d, 84%

intermediate structure

Al2O3

CH2Cl2

RT, 23 h, 57%

intermediate structure

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