Preparation of polyene-aldehydes

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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568433, 568447, 568446, 568459, 568460, C07C 4545, C07D31904

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active

042684447

ABSTRACT:
A process for the preparation of polyene-aldehydes, derived from 2,6-dimethyl-2,4,6,8-nonatetraen-1-al by substitution in the 9-position, by means of the Wittig ylide synthesis. The process is based on the observation, contrary to all expectation, that on reacting 2,6-dimethyl-octa-2,4,6-triene-1,8-dial with an equimolar amount of an ylide, it is exclusively the 8-al group of the dialdehyde which reacts. This specificity of the reaction is of particular importance for the preparation of the food dye .beta.-apo-8'-carotinal.

REFERENCES:
patent: 3673284 (1972-06-01), Nagata et al.
patent: 3793375 (1974-02-01), Schwieter et al.
patent: 3906047 (1975-09-01), Sumatis et al.
patent: 3953435 (1976-04-01), Hayashi et al.
patent: 3997529 (1976-12-01), Olson
House, "Modern Synthetic Reactions", pp. 682-709, (1972).

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