Method of making 2,7-dimethyl-2,4,6-octatrienedial, a key interm

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568448, 568458, 568466, C07C 4720, C07C 4561

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active

054710057

ABSTRACT:
A procedure for forming methylmalonaldehyde from propionaldehyde, an alkyl formate and a sodium alkoxide, utilizing a crossed-Claisen condensation is disclosed. The procedure avoids the formation of aldol condensation products. Also disclosed are processes for preparing 3-alkoxy-2-methylpropenals such as 2-methyl-3-(2-methyl-2-propenoxy)propenal from methylmalonaldehyde. The latter products are useful in the synthesis of carotenoids.

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Powers et al., "The Reaction of Formates and Formamides with Base," Contribution No. 1965 from the Department of Chemistry, UCLA, pp. 2623-2627, 1966.
Newman et al., "High-Dilution Cyclization of Polyoxapentacosanodinitriles," J. Org. Chem., 40:20, pp. 2863-2870, 1975.
Villagomex-Ibarra et al., "Synthese Totale de la (.+-.)-Parvifoline," Tetradedron Letters, 35:27, pp. 4771-4772, 1994.
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