Pi-tricyclene derivatives and process for preparing pi-tricyclen

Details Pi-tricyclene derivatives and process for preparing pi-tricyclen Pi-tricyclene derivatives and process for preparing pi-tricyclen

1975-03-10

1976-03-16

Morganstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

252 89R, 252368, 252522, 260464, 260586R, 260586C, 260598, 260617R, 260648R, 260666PY, 424 69, C07C 4521, C07C 4500, C07C 4961

Patent

active

039446212

ABSTRACT:
A process for the preparation of a mixture of compounds of the structure ##SPC1##
Is disclosed whereby a Pi-halotricyclene having the structure ##SPC2##
Where Y is chloro, bromo or iodo is reacted with an alkali metal cyanide to prepare the corresponding nitrile; the nitrile is reacted with diisobutylaluminum hyhdride to prepare the corresponding aldehyde, a nortricycloekasantalal which is then condensed with butanone to prepare the above mentioned mixture of compounds. Also claimed are the product ketones which are useful for altering the aroma of consumable products including perfumes, perfume compositions and perfumed articles.

REFERENCES:
patent: 2730548 (1956-01-01), Bruestone et al.
patent: 3626015 (1971-12-01), Lewis et al.
patent: 3860635 (1975-01-01), Kitchens
Corey et al., "J.A.C.S.", Vol. 79, 5773-5777 (1957).
Weygand et al., "Prep. Org. Chem.," pp. 922-924, (1974).
Freser et al., "Reag. for Org. Syn.," p. 262, (1967).
Patai, "The Chem. of the Carbonyl Group," pp. 226-267, (1966).
Choudron, et al., "Acd. des Sciences, Compt. Rend.," 249:2212-2214 (1959).
Wessner et al., "Chem. Abstracts," Vol. 78, p. 159039b, (1973).
Merkel, "Chem. Abstracts," Vol. 78, p. 159892z, (1973).

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