Process for the alkylation of .alpha., .beta.-unsaturated aldehy

Details Process for the alkylation of .alpha., .beta.-unsaturated aldehy Process for the alkylation of .alpha., .beta.-unsaturated aldehy

1976-01-15

1977-03-01

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C 4720

Patent

active

040102076

ABSTRACT:
A process is described for the preparation of alpha substituted unsaturated aldehydes according to the reaction: ##STR1## wherein one of the dashed lines is a double bond and the other of the dashed lines is a single bond; wherein R.sub.1 is allyl or benzyl, R.sub.2 is one of alkyl, aryl, alkenyl or alkoxyalkyl and R.sub.3 and R.sub.4 are each hydrogen or alkyl, with the proviso that when R.sub.3 is alkyl the dashed line between the .beta. carbon atom and the .gamma. carbon atom represents a double bond and when R.sub.3 is hydrogen, either of the dashed lines is a double bond, wherein X is chloro or bromo, and wherein M is alkali metal, the reaction being carried out (1) using a phase transfer agent, and (2) in a two phase system.
Also described is the novel compound, 2,4,7-trimethyl-2,6-octadienal having uses in altering, modifying or enhancing the organoleptic properties of foodstuffs, perfume compositions and perfumed articles.

REFERENCES:
Graaf et al., "Tetrahedron Letters," No. 17 (1974), pp. 1653-1656.
Tsukusa et al., "Chemical Abstracts" vol. 81, (1974), p. 135,501g.
Dietl et al., "Tetrahedron Lett." (1973), p. 1273.
Kovats, "Chemical Abstract" vol. 74 (1971), p. 459.

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