Method for producing aminoalkoxy benzylamines and aminoalkoxy benzonitriles as intermediates
AssigneeBASF SE
InventorsOliver Löber, Christoph Benisch, Klaus Ebel, Johann-Peter Melder
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Abstract
The invention relates to a process for preparing 4-[aminoalkoxy]benzylamines of the general formula (I) by catalytically hydrogenating 4-[aminoalkoxy]benzonitriles of the general formula (II) where, in the compounds of the general formulae I and II, R1 is C1-C8-alkylene, R2 and R3 are each independently C1-C8-alkyl or are joined to give a ring which may additionally contain a heteroatom, which comprises carrying out the hydrogenation at elevated pressure and elevated temperatures. The invention further relates to a process for preparing the intermediate (II).
Claims17
A process for preparing 4-(aminoalkoxy)benzylamines of general formula (I) by catalytically hydrogenating 4-(aminoalkoxy)benzonitriles of general formula (II)
- where, in the compounds of general formula (I) and general formula (II), R1 is C1-C8-alkylene, R2 and R3 are each independently C1-C8-alkyl or are joined to give a ring which may additionally contain a heteroatom, wherein the hydrogenation is conducted at a pressure of from 5 to 350 bar and at a temperature of from 50 to 250° C. and wherein the hydrogenation is conducted in the presence of an organic solvent.
A process for preparing 4-(aminoalkoxy)benzonitriles of general formula (II)
- where R1 is C1-C8-alkylene, and R2 and R3 are each independently C1-C8-alkyl or are joined to give a ring which may additionally contain a heteroatom, the process comprising converting an aminoalcohol of general formula (III) to an alkali metal salt using a base AM where M is an alkali metal or an alkaline earth metal and A is hydride,
- C1-C4-alkyl, hydroxyl or C1-C4-alkoxy, and reacting the alkali metal salt with 4-halobenzonitrile and wherein the process is conducted in the presence of an aprotic solvent
Dependencies are inferred from the claim text.