Michael addition process

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560190, C07C 6700

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active

055368727

ABSTRACT:
The reaction between a Michael donor corresponding to the formula Z--CH(E)(E') (e.g., a dialkyl malonate) and a Michael acceptor corresponding to the formula CTT'.dbd.CT"G (e.g., an alkyl acrylate or alkyl acrylate dimer) in the presence of a solid inorganic base catalyst is expedited by simultaneously feeding the reactants through a column of the solid inorganic base catalyst at a temperature of about 25.degree.-120.degree. C. to form an effluent containing a product corresponding to the formula Z'--C(E)(E").sub.p --Q.sub.s, in which formulas T, T', and T" are independently selected from hydrogen, G', and organic groups, with the proviso that at least one of T, T', and T" must be hydrogen; E, E", G, and G' are independently selected from --CN, --COOR, and --C(O)R' electron withdrawing groups; E' is hydrogen or a --COOR, --C(O)R', or --CN electron withdrawing group; R and R' represent alkyl or cycloalkyl groups of up to 30 carbons; Z is hydrogen or an alkyl or cycloalkyl group of up to 30 carbons; Z' is Z or --[CTT'--CT"G].sub.w --CTT'--CHT"G; Q is --[CTT'--CT"G].sub.t --CTT'--CHT"G; p is zero or one; s is respectively two or one; and each of t and w represents zero or a positive integer such that the sum of t and w in a molecule is 0-30.

REFERENCES:
patent: 5350875 (1994-09-01), Kumar et al.
patent: 5430177 (1995-07-01), Sabahi et al.

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