US 11,890,602 B2 · Application of the ionic iron (III) complex as catalyst in preparation of benzylamine compound

Abstract

Disclosed is an application of an ionic iron (III) complex as a catalyst in preparation of a benzylamine compound, that is, an ionic iron (III) complex having a molecular formula of [(RNCHCHNR)CH][FeBr4] (R is tert-butyl) and containing 1,3-di-tert-butyl imidazolium cation is used as a catalyst, di-tert-butyl peroxide is used as an oxidizing agent, and a benzylamine compound is synthesized by oxidation reaction of a toluene/ethylbenzene compound with an aromatic amine. The present invention has a wide application range, and is applicable not only to a toluene compound containing a benzylic primary carbon-hydrogen bond but also to an ethylbenzene compound containing a benzyl secondary carbon-hydrogen bond. This is the first example of the preparation of a benzylamine compound by oxidation reaction of a toluene/ethylbenzene compound and an aromatic amine by an iron-based catalyst.

Claims1

Dependent claims

A method for preparing a catalyst for preparing a benzylamine compound comprising:

adding 1,3-di-tert-butylimidazole bromide into a tetrahydrofuran solution of ferric tribromide,
reacting at 60° C. for 24 h,
removing tetrahydrofuran under vacuum,
washing with hexane,
drying and extracting with tetrahydrofuran,
centrifugating to collecting a supernatant, and
adding hexane to the supernatant to precipitate the catalyst at room temperature as a red brown crystal,
wherein the catalyst is an ionic iron (III) complex having the following structure:

5 more elements

Dependencies are inferred from the claim text.

Facts

Application

17/239,496Filed 23 Apr 2021 · continuation

Priority

29 Oct 2018

Published

US 2021/0237044 A15 Aug 2021

Granted

6 Feb 2024

Term ends

Not estimatedThe source records don’t support an estimate.

Classification21 codes

B01J 31/16
Catalysts comprising hydrides, coordination complexes or organic compounds: containing coordination complexes
B01J 31/22
Containing coordination complexes: organic complexes
B01J 37/08
Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts: heat treatment
B01J 37/12
Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts: oxidising

Application of the ionic iron (III) complex as catalyst in preparation of benzylamine compound

Life of this patent

Application of the ionic iron (III) complex as catalyst in preparation of benzylamine compound

Life of this patent

Abstract

Claims1