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ChemicalBook CAS DataBase List N-(2-Hydroxyethyl)octanamide

N-(2-Hydroxyethyl)octanamide synthesis

3synthesis methods
-

Yield:7112-02-9 95%

Reaction Conditions:

with 2,6-di-tert-butyl-4-methyl-phenol at 140 - 165; for 5 h;Inert atmosphere;

Steps:

1 Preparation of N-Octanoyl Monoethanol Amide (MEA Amide of Octanoic Acid)

Preparation of N-Octanoyl Monoethanol Amide (MEA Amide of Octanoic Acid)
A mixture of octanoic acid (114 g, 0.1 mol), BHT (0.3 g) and monoethanol amine (61 g, 0.1 mol) is stirred under nitrogen blanket in a 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 5 or less.
The reaction was then cooled under mild vacuum to 60° C. and the molten mass is converted into off-white flakes (148 g, 95%) by pouring it on a glass plate.
(Melting point 62-64° C., acid value 5, IR (KBr): 1640 cm-1 (carbonyl of amide), 1556 cm-1, 2919 cm-1, 3289 cm-1 (NH of amide) Reduction is surface tension of water: 0.05% solution, 38.5 dyne/cm, 0.1% solution 30.5 dyne/cm.

References:

US2013/101530,2013,A1 Location in patent:Paragraph 0071