Imines from mesityl oxide

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

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C07C11912

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043329683

ABSTRACT:
A method for separating primary and secondary amines by contacting a mixture thereof with mesityl oxide, which forms acetone and an adduct with the primary amine. Acetone is removed to force the reaction. The reaction is particularly useful for separating close boiling amines. The primary amine adducts have high boiling points, thereby allowing the secondary amine to be recovered in high purity by distillation. The primary amine may also be recovered by hydrolyzing the adduct which produces the primary amine and acetone.

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patent: 3594421 (1971-07-01), Kmiecik
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Ingold, C. K. "Structure and Mechanicm in Organic Chemistry", Cornell University Press (1958), pp. 60-67.
Patai, Saul "The Chemistry of the Carbon-Nitrogen Double Bond" (1970) Interscience, Publ. p. 390.
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Beilstein, "Handbuch der Organischen Chemie", vol. 19 1st Supp., p. 385, Springer Varlag, Berlin.

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