Preparation of chiral primary amine from asymmetric reductive amination of simple ketone catalyzed by ruthenium-diphosphine catalyst
AssigneesShenzhen Catalys Technology Co., Ltd, Shenzhen Innovation Center of Small Molecule Drug Discovery Co., Ltd.
InventorsQiwei Lang, Xiaobing Ding, Shaobai Yan
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Abstract
The present invention relates to a preparation method of chiral primary amine. The chiral primary amine is prepared through a one-pot method that under the action of a ruthenium-chiral diphosphine catalyst, a simple ketone and an ammonium salt RCOONH4 have reductive amination by adding hydrogen and then are heated and hydrolyzed by adding acid. The present invention has the advantages of good substrate universality, high reaction efficiency and the like
Claims6
A method for preparing a chiral primary amine, comprising:
- in an argon atmosphere, adding a ketone compound, a ammonium salt, a ruthenium-diphosphine catalyst and an organic solvent to a reaction flask;
- placing the reaction flask into an autoclave, followed by hydrogen injection, wherein a pressure of the hydrogen is 10-200 atm;
- performing an oil-bath stirring treatment on the autoclave at 20-160° C. for 0.5-240 h to generate an intermediate;
- cooling the autoclave to a room temperature and releasing the hydrogen;
- adding a protonic acid into the reaction flask for reaction at 80° C. for 6.0 h to obtain a reaction mixture;
- and
- subjecting the reaction mixture to neutralizing, washing, extracting and drying to obtain the chiral primary amine.
Dependencies are inferred from the claim text.