Application of p-tolylanilide Lithium Catalyzed in Hydroboration of Aldehyde and Borane

Abstract

The invention relates to application of p-methylanilinyl lithium to catalysis of aldehyde and borane to generate hydroboration reaction. The application comprises the following processes: under the water-free and oxygen-free environment and in the inert gas atmosphere, adding borane to a reaction flask subjected to dehydration and deoxidization treatment, then adding p-methylanilinyl lithium as acatalyst, performing uniform mixing, then adding aldehyde to perform hydroboration reaction, and exposing to the air to stop the reaction so as to obtain a product borate, wherein aldehyde is selectedfrom aromatic aldehyde or heterocyclic aldehyde. The catalytic activity in catalysis of aldehyde and borane to generate hydroboration reaction by p-methylanilinyl lithium is high (the dosage of the catalyst is only 0.1%), the reaction conditions are mild (room temperature), the reaction time is short (10 min), the reaction yield is high, the reaction is simple and controllable, the after-treatment is simple, and the reaction adopts a solvent-free system so as to reduce the pollution to the environment.

Description

technical field [0001] The application of the p-toluide lithium involved in the present invention specifically relates to the efficient application of the p-toluide lithium in catalyzing the hydroboration reaction of aldehyde and borane. [0002] technical background [0003] A variety of catalysts have been used for the hydroboration of aldehydes, and especially in recent years, there have been numerous reports of such reactions. Due to the absence of catalysts, the hydroboration reaction of carbonyl compounds is difficult to occur. Therefore, the focus of research on this type of reaction is to develop efficient catalytic systems. However, in the catalytic systems reported so far, the catalysts are relatively expensive, or the reaction conditions are relatively harsh. [0004] Although both belong to carbonyl compounds, ketones and aldehydes have different reaction properties. This is common knowledge. In the prior art, there are cases where ketones and aldehydes are used...

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Problems solved by technology

However, in the catalytic systems reported so far, the catalysts are relatively expensive, or the reaction conditions are relatively harsh.

[0004] Although both belong to carbonyl compounds, ketones and aldehydes have different reaction properties. This is common knowledge. In the prior art, there are cases where ketones and aldehydes are used as raw materials at the same time but only one raw material reaction occurs; the electron-donating group will weaken the positive charge of the carbonyl carbon. , thereby weakening the nucleophilic addition activity of the carbonyl group, and the aromatic aldehyde reduces the carbonyl activity due to conjugation, so aromatic compounds with different substitution positions and different electronic effects have a large reaction difference with aliphatic compounds

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