Synthesis of hernandaline

Details Synthesis of hernandaline Synthesis of hernandaline

1973-06-20

1977-03-22

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260283SY, 260289A, 260289C, 260289D, C07D21704

Patent

active

040136647

ABSTRACT:
There is disclosed a novel and improved method of synthesizing aporphines utilizing the Pschorr cyclization of 1-(2'-aminobenzyl)-7 hydroxy-1,2,3,4-tetrahydroisoquinolines in place of the corresponding 7-methoxy compounds.
In the novel process of the present invention the amino group is diazotized and cyclized in the presence of copper powder.

REFERENCES:
patent: 3131191 (1964-04-01), Douglas et al.
patent: 3376305 (1968-04-01), Cava
patent: 3717643 (1973-02-01), Archer et al.
patent: 3875167 (1975-04-01), Kupchan et al.
Bentley, The Alkaloids, 1957, pp. 78-79.
VON E. Schlittler et al.; Helvetica Chemica Acta., vol. 32, 1949, pp. 1880-1891.
Kerekes et al.; Chem. Abstr. vol. 73, 66768v, 1970.
Merck Index, 7th Edition, 1960, p. 1459 and p. 599.
Kupchan et al.; J. Am. Chem. Soc. vol. 95, pp. 2995-3000 (1973).
Kupchan et al.; J. Org. Chem. vol. 38 pp. 405-406 (1973).

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