Production of N-(substituted) morpholine

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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544 87, 544178, 544404, C07D29502

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active

041172272

ABSTRACT:
An improved process is disclosed for selectively producing an N-(substituted) morpholine compound from the corresponding N-(substituted) diethanolamine compound. The improved process includes contacting the N-(substituted) diethanolamine compound with a catalytically effective amount of a silica-alumina or certain phosphorus-containing substances at temperatures of from about 190.degree. C to about 260.degree. C under a pressure sufficient to maintain the mixture substantially in liquid phase and recovering from the reaction mixture the formed N-(substituted) morpholine.
According to a preferred embodiment, triethanolamine is heated in the presence of a catalytically effective amount of a silica-alumina catalyst having an aluminum content of from about 5 to about 50 wt. % at temperatures of from about 240.degree. C to about 260.degree. C in liquid phase to selectively produce the corresponding N-(hydroxyethyl)morpholine (HEM).

REFERENCES:
patent: 615488 (1898-12-01), Knorr
patent: 3098072 (1963-07-01), Cherbuliez et al.
patent: 3641022 (1972-02-01), Chisholm et al.
patent: 3649627 (1972-03-01), Fuerst et al.
patent: 3654271 (1972-04-01), Lamendin et al.
Akagi et al., Chem. Abst., vol. 79, item 146530, (1973).

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