Method of making primary amide derivative

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

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564136, C07C23108, C07C23110

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058311254

ABSTRACT:
A method of selective N-acylation of an aminodiol having a primary alcoholic hydroxyl group and a secondary alcoholic hydroxyl group, in which the objective product can be prepared in high yield and without troublesome extraction and purification operations. More particularly, a method of making a primary amide derivative represented by the following general formula (3) is disclosed: ##STR1## wherein R.sup.1 represents a linear saturated aliphatic hydrocarbon group having 11 to 19 carbon atoms, R.sup.2 represents a linear saturated or unsaturated aliphatic hydrocarbon group having 9 to 19 carbon atoms which may have a hydroxyl group at the 1-position, which includes the steps of reacting an aminodiol represented by the following general formula (1): ##STR2## wherein R.sup.1 is the same as R.sup.1 in general formula (3) with a fatty acid alkyl ester represented by the following general formula (2):

REFERENCES:
patent: 5198210 (1993-03-01), Critchley
patent: 5326565 (1994-07-01), Critchley
CAPLUS, 1992:214015, Frings, abstract of DE 4042386, Feb. 22, 1992.
The Journal of The American Oil Chemists' Society: vol. 38, pp. 600-605 (1961).
Journal of American Chemical Society; vol. 80, pp. 2170-2171 (1958).

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