Preparation of N-benzylamines
AssigneeBASF SE
InventorsHarald Winsel, Wolfgang Siegel, Michael Bartsch
Life of this patent
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Abstract
N-Benzylamines are prepared by a process in which (i) in a first step, a benzaldehyde is reacted with a primary amine to give the imine and (ii) in a second step, the imine is hydrogenated with hydrogen in the presence of a catalyst containing one or more metals of groups 8 to 10 of the Periodic Table of the Elements to give the N-benzylamine, wherein the iminization (i) is carried out in a water-miscible solvent and the resulting water of reaction is not removed, and the hydrogenation (ii) is carried out in the imine solution obtained in the iminization (i) and containing water of reaction.
Claims7
A process for the preparation of N-benzylamines, in which
- (i) in a first step, a benzaldehyde is reacted with a primary amine to give the imine and
- (ii) in a second step, the imine is hydrogenated with hydrogen in the presence of a catalyst containing one or more metals of groups 8 to 10 of the Periodic Table of the Elements to give the N-benzylamine,
- wherein the iminization (i) is carried out in a water-miscible solvent and the resulting water of reaction is not removed, and the hydrogenation (ii) is carried out in the imine solution obtained in the iminization (i) and containing water of reaction.
A process for the preparation of N-benzylamines of the formula (I)
- where
- R1, R2, R3 and R4, independently of one another, are each H, halogen or C1-C4-alkyl or C1-C4-alkoxy each of which is unsubstituted or mono- or polysubstituted by halogen,
- R5 is H or C1-C8-alkyl and
- R6 is H, C1-C8-alkyl or C5-C12-aryl or C5-C12-cycloalkyl, each of which may be mono- or polysubstituted by halogen, OH or C1-C4-alkyl and/or C1-C4-alkoxy each of which is unsubstituted or mono- or polysubstituted by halogen, or is C1-C4-alkoxy- or benzyloxy-substituted C1-C4-alkyl,
- in which
- (i) in a first step, a benzaldehyde of the formula (II) is reacted with an amine of the formula (III)
- to give the imine of the formula (IV)
- where
- R1-R6 have the abovementioned meanings, and
- (ii) in a second step, the imine of the formula (IV) is hydrogenated with hydrogen in the presence of a catalyst containing one or more metals of groups 8 to 10 of the Periodic Table of the Elements to give the N-benzylamine of the formula (I),
- wherein the iminization (i) is carried out in a water-miscible solvent and the resulting water of reaction is not removed, and the hydrogenation (ii) is carried out in the imine (IV) solution obtained in the iminization (i) and containing water of reaction.
Dependencies are inferred from the claim text.