Method for the preparation of dibenzocycloheptenes from anthrace

Details Method for the preparation of dibenzocycloheptenes from anthrace Method for the preparation of dibenzocycloheptenes from anthrace

1978-04-24

1979-05-01

Helfin, Bernard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260600R, 260649R, 568808, 568632, 568633, 568634, 585320, 585404, C07C 4500, C07C 300

Patent

active

041523563

ABSTRACT:
This invention relates to a method of producing a dibenzocycloheptene compound of the structure ##STR1## in high yields which comprises: (a) hydrogenating an anthracene derivative in the 9,10 position to form a 9,10-dihydroanthracene derivative, (b) selectively mono-carbonylating one of the hydrogens in the 9,10 position to form a monoaldehyde, (c) reducing the aldehyde to form the corresponding alcohol and (d) dehydrating and expanding the center ring to form the dibenzocycloheptene compound.

REFERENCES:
patent: 3409640 (1968-11-01), Schering
Tardieu, Chemical Abstracts, vol. 5 (1962) 5857-5860.
Noller, Textbook of Organic Chemistry, 2nd Ed. (1958). 134-135 & 154-155.
Bergmann et al., Tetrahedron Supplementary No. 8, Pt. 1 (1966) 141-148.
Flynn et al., Arkiv for Kemi, Band 27 nr. 32 (1967) 393-403.

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