オキシアルキル基を持つ低級第三アミンの関与するアルキル基交換反応

概要

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Transalkylation reaction of tertiary amines having hydroxyalkyl groups with dodecyl alcohol was studied at 300°C for 3hrs under 20kg/cm<SUP>2</SUP> of hydrogen, using commercially available copper chromite as catalyst.<BR>The reaction of 2- (diethylamino) ethanol with dodecyl alcohol gave 43% yield of N, N-diethyldodecylamine (based on the alcohol used) and small amounts of N-ethyl-N-dodecylethanolamine, accompanied by self-condensation reaction and hydrogenolysis of the ethanolamine which respectively afforded large quantities of N, N'-diethylpiperazine (20% based on the ethanolamine used) and diethylamine, ethylamine, etc. The reaction with N-ethyldiethanolamine gave 8% of N-dodecyl N-ethylethanolamine, 5% of N-ethyldodecylamine (based on the alcohol), and 26% of N, N'-diethylpiperazine (based on the diethanolamine). While, the reaction with triethanolamine did not afford any N-dodecyl derivative, but gave only the products from self-condensation reaction and hydrogenolysis of triethanolamine.<BR>The reaction of 3- (diethylamino) propanol, or 2- (diethylamino) ethyl 2-hydroxyethyl ether which gave only hydrogenolysis products, and the condensation reaction of triethylamine with mono- or diethylene glycol which gave a good yield of 2- (diethylamino) ethanol or N-ethyl morpholine, were also studied. The reaction scheme of transalkylation of ethanolamine was discussed.
日本油化学会の論文