ES378163A1 - Procedure for the obtaining of 1 - (sec.-amino) - 2 - hidroxi-3- (p- (r-alko) -fenoxi) - propanes. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Procedure for obtaining 1- (sec.-amino) -2-hydroxy-3- [p- (R-alk-0) -phenoxy] -propanes of formula **(See formula)** where alk means an alkylene moiety and R means an unsaturated, aliphatic hydrocarbon moiety, R1 means an aliphatic hydrocarbon moiety with up to 15 carbon atoms, which may also be interrupted by heteroatoms, such as oxygen, sulfur or nitrogen, and/or substituted by hydroxy groups, a cycloaliphatic hydrocarbon residue with up to 15 carbon atoms or an araliphatic hydrocarbon residue, optionally substituted, with up to 15 carbon atoms and Ph means a 1,4-phenylene residue, optionally substituted, and their products condensation with aldehydes or ketones, characterized in that a compound of the formula **(See formula)** where R, alk and Ph have the indicated meanings, X'' means the hydroxyl group and X'means an esterified hydroxyl group, capable of reaction, or X''and X' together form an epoxy group, reacted with an amine of the formula R1-NH2, in which R1 has the indicated meaning, or a condensation product thereof with an aldehyde or ketone or in a compound of the formula **(See formula)** in which R, alk and Ph have the indicated meanings, or in a condensation product thereof with an aldehyde or a ketone, the remainder or a phenol of the formula is introduced R-alk-O-Ph-OH (VI) in which R, alk and Ph have the indicated meanings, is reacted with a compound of the formula **(See formula)** where it has the indicated meaning, X'' means the hydroxyl groups and X'an esterified hydroxyl group, capable of reaction, or X''and X' together form an epoxy group, or with a condensation product of a compound, where X'' means the hydroxyl group, with an aldehyde or ketone, or in a compound of formula **(See formula)** in which Ph and R1 have the indicated meanings, or in a condensation product thereof with an aldehyde or ketone, the phenolic hydroxyl group is replaced in the usual way by the R-alk moiety, where R and alk have the above indicated meaning, or in 1- (R1-amino) -2-hydroxy-propane, which in position 3 carries the rest of the formula R-alk-O-Ph-O- in which R, alk, Ph and R1 have the indicated meanings, and that in the nitrogen atom and/or in the 2-hydroxy group it carries a moiety dissociable by hydrolysis, it dissociates, or a compound of formula **(See formula)** in which R, Ph and alk have the meanings indicated above, and Y means a residue of the formula -CH2-N = R1'(a) or -CH = N-R1 (b) in which it is a bivalent residue in a carbon atom of the class of R1, the compound of formula XII being able to be presented also in its tautomeric form, a compound of formula **(See formula)** in which R, alk and Ph have the indicated meanings and is a bivalent residue in a carbon atom of the class of R1, it is reduced and, if desired, the compounds obtained of formula I are transformed by reaction with aldehydes or ketones or carbonyl derivatives thereof, capable of reaction, in the corresponding oxazolidines, or the oxazolidines obtained are hydrolyzed to the corresponding compounds of formula I and/or the mixtures of isomers, if appropriate obtained, are separated and/or the racemates obtained are dissociated in the optical antipodes, and/or the salts obtained are transformed into the free bases or the free bases obtained in their salts. (Machine-translation by Google Translate, not legally binding)