Process for preparing 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-d

Details Process for preparing 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-d Process for preparing 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-d

1977-03-03

1978-11-21

Morgenstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

131 17R, 131 17A, 252132, 252522, 252545, 260586R, 2603409R, 424 69, C07C 4500

Patent

active

041266412

ABSTRACT:
Processes and compositions are described for the use in tobacco, perfume and perfumed article aroma augmenting, enhancing and imparting compositions and as tobacco, perfume and perfumed article aroma augmenting, enhancing or imparting materials of 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione having the formula: ##STR1## produced by reacting a ketal of 3,5,5-trimethyl-2-cyclohexen-1,4-dione such as 2,7,9,9-tetramethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one with n-butyltriphenylphosphorane and then deketalizing the resulting product to form the 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione. Addition of 2-butyl-3,5,5-trimethyl-2-cyclohexen-1,4-dione to consumable materials is indicated to produce:
(A) In perfumes, colognes and perfumed articles, deep, slightly woody, herbaceous aromas; and
(B) In tobaccos and tobacco flavors, pungent, sweet, hay-, tea-, tobacco-like, floral and fruity notes, both prior to and on smoking in both the main stream and the side stream.

REFERENCES:
patent: 3984475 (1976-10-01), Tamai et al.
Schulte-Elte, "Chem. Ab.", 81:91136k (1974).
Rhode, "Chem. Ab.", 79:15994g (1973).
Chapman et al., "Chem. Ab.", 75:13537d (1971).
Hegidus et al., "J.A.C.S.", 98:13, 3901-3909 (1976).

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