Synthesis of Centrohexaindane

Structure of Centrohexaindane

C41H24

Principal investigator	Dietmar Kuck
Publication year	1995
Synthesis type	Total
Number of steps	7 (linear)
References	J. Chem. Soc., Perkin Trans. 1 1995, 721. Chem. Eur. J. 1996, 2, 58. Chem. Ber. 1994, 127, 409.

Part 1 of 1

intermediate structure

BnBr, Celite, KF

MeCN

75 °C, 18 h, 89%

intermediate structure

LiAlH4

THF

Reflux, 4 h, 99%

intermediate structure

H3PO4

Dean-Stark

Xylene(s)

Reflux, ON, 92%

See the Friedel-Crafts Alkylation

intermediate structure

Br2

hν

CCl4

RT, 2 h

See the Wohl-Ziegler Reaction

intermediate structure

AlBr3

PhH

RT to 50 °C, 7 d, 88% (2 steps)

See the Friedel-Crafts Alkylation

intermediate structure

Br2

hν

CCl4

Reflux, 3.5 h

See the Wohl-Ziegler Reaction

intermediate structure

AlBr3

PhH

RT, 3-5 d, 57% (2 steps)

See the Friedel-Crafts Alkylation

intermediate structure

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