Synthesis of Centrohexaindane

Structure of Centrohexaindane

C41H24

Principal investigator	Dietmar Kuck
Publication year	1995
Synthesis type	Total
Number of steps	6 (linear)
References	J. Chem. Soc., Perkin Trans. 1 1995, 721. Chem. Ber. 1992, 125, 1449.

Part 1 of 1

intermediate structure

+

intermediate structure

TsOH

Dean-Stark

PhH

Reflux, 2 h, 90%

intermediate structure

LiAlH4

THF

Reflux, 3 h, 92%

intermediate structure

H3PO4

Dean-Stark

Xylene(s)

Reflux, 5-8 h, 33%

See the Friedel-Crafts Alkylation

intermediate structure

Br2

hν

CCl4

Reflux, 96%

See the Wohl-Ziegler Reaction

intermediate structure

AlBr3

PhH

RT, 3 d, 40%

See the Friedel-Crafts Alkylation

intermediate structure

Pd/C

Sealed tube

500 °C, 90 min, <5%

intermediate structure

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