METHOD FOR DIRECT AMINATION OF SECONDARY ALCOHOLS USING AMMONIA TO PRIMARY AMINES Russian patent published in 2016 - IPC C07C209/16 C07C211/02 C07C213/02 C07C215/22 C07D317/44 

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing primary amines. Method involves the following stages: A) preparing a solution of secondary alcohol selected from a group comprising cyclic alcohols, 2-dodecanol, 4-phenyl-2-butanol, polypropylene glycol, OH-modified natural fatty acids and esters of OH-modified natural fatty acids, in fluid non-gaseous phase, B) bringing into interaction of said phase with free ammonia and homogeneous catalyst. Process step B) is carried out at excessive pressure of 20 to 50 bar and temperature of 80-220 °C in a two-phase system consisting of liquid phase and gaseous phase, where volume ratio of volume of liquid phase and volume of gas phase at process step B in greater than or equal to 0.25, and/or ammonia at step B) in terms of hydroxyl groups in secondary alcohol is used in molar ratio of at least 5 to 1. If necessary, method involves a step C) of separating primary amine, formed at step B). Homogeneous catalyst used is at least one catalyst selected from coordination compounds of one noble metal selected from among elements of ruthenium, osmium, rhodium, iridium, palladium and platinum. Alcohol used at step A) has at least two secondary hydroxy groups, and is selected preferably from 2-dodecanol, cyclododecanol, 4-phenyl-2-butanol, isosorbide, isomannide, isoidite, polypropylene glycol, mannitol, sorbitol, galactitol and alkyl glycoside. Preferably, at stage B) liquid ammonia is used and homogeneous catalyst used is at least one pincer catalyst. Preferable homogeneous catalyst is carbonylchlorohydrido[4,5-(diisopropylphosphinomethylacridino)ruthenium(II)].

EFFECT: method enables direct amination of secondary alcohols to obtain products with high output, eliminating an additional step of separation and purification of products produced on intermediate steps, and prevents formation of by-products.

8 cl, 1 dwg, 1 tbl, 9 ex