Process for manufacturing polyene esters and acids

Details Process for manufacturing polyene esters and acids Process for manufacturing polyene esters and acids

1997-05-29

1998-06-09

Mullis, Jeffrey

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

562510, 562598, 562599, C07C 6724, C07C 6700

Patent

active

057636516

ABSTRACT:
A process for the manufacture of polyene esters or polyene acids comprises reacting a polyene O,O-dialkylacetal of di(O,O-dialkylacetal) with a vinylketene acetal or analogue thereof in the presence of a Lewis acid, hydrolyzing the reaction mixture depending on the vinylketene acetal used, subsequently cleaving alcohol under strongly basic conditions from the polyene derivative produced at this stage and, where the desired ester or carboxy group is still not present, performing the respective conversion. Certain intermediates in this process form a further aspect of the invention. The final products are primarily carotenoids which can be used appropriately, e.g. as colorants and pigments for foodstuffs, animal products etc.

REFERENCES:
patent: 4937308 (1990-06-01), Kraus et al.
I. Fleming et al., Tetrahedron Letters, No. 34, pp. 3209-3212 (1979).
I. Fleming, Chimia 34, No. 6, pp. 265-271 (1980).
I. Paterson et al., Tetrahedron Letters 22, No. 29, pp. 2833-2836 (1981).
H. F. Chow et al., Tetrahedron Letters 26, No. 3, pp. 397-400 (1985).
Hertler et al., J. Org. Chem., vol. 53, (15), pp. 3532-3539 (1988).
Yamamoto, et al., J. Chem. Soc., Chem. Commun., pp. 1639-1640 (1988).

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