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ChemicalBook CAS DataBase List N-(2-hydroxyethyl)undec-10-enamide

N-(2-hydroxyethyl)undec-10-enamide synthesis

2synthesis methods
-

Yield:20545-92-0 99%

Reaction Conditions:

at 140 - 165; for 5 h;Inert atmosphere;

Steps:

1 Preparation of N-Undecylenoyl Monoethanol Amide (MEA Amide of Undecylenic Acid)

Preparation of N-Undecylenoyl Monoethanol Amide (MEA Amide of Undecylenic Acid)
A mixture of undecylenic acid (500 g, 2.71 mol) and monoethanol amine (166 g, 2.71 mol) is stirred under nitrogen blanket in pressure vessel at 140° C. for 4 hr and then the temperature is raised to 165° C. for additional one hour.
At this stage, acid value is normally found to be around 10° C. or less.
Cool the reaction mass to 60° C. and the molten mass are converted into off white flakes (610 g, 99%) by pouring it on glass plate.
(Melting point 56-58° C., acid value, less than 10, IR (KBr):1640 cm-1 carbonyl amide, 1556 cm-1, 2919 cm -1, 3289 cm-1 (NH of amide).

References:

US2013/101530,2013,A1 Location in patent:Paragraph 0070