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Synthesis method of N-benzyl-alpha-methylbenzylamine

The technology of a kind of benzyl phenethylamine and synthetic method is applied in the field of synthesis of N-benzyl phenethylamine, which can solve the problems of only yield, low product yield, difficult use, etc., achieve wide sources and avoid excessive growth , the effect of mild reaction conditions

Inactive Publication Date: 2018-10-16
徐州得铸生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main preparation method is that under the catalysis of the metal ligand of metal iridium or zirconium, the racemic imine undergoes an asymmetric hydrogenation reduction reaction. This method must use rare metal iridium or zirconium; NaBH 3 CN is a reducing agent to reduce imines, but the yield is only 60%, and racemization occurs during the reaction, which is unavoidable; traditional synthesis methods have limitations in the use of catalysts or operating pressure, and the yield of products is low Difficult to use in production and lab

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] A kind of synthetic method of intermediate 4-phenylbutanol is characterized in that the method comprises the following steps:

[0020] Step 1. Add 0.5g Fe-N / C catalyst and 0.8g NaBH in a 250m1 four-necked flask 4 and 30ml tetrahydrofuran, mechanically stirred, slowly heated to 60°C, and kept for 15min;

[0021] Step 2, add 3.0g 4-phenylbutyric acid to the above-mentioned system, react at a constant temperature at this temperature for 15min, add dropwise 10ml 2.4gI 2 The tetrahydrofuran solution, the system gradually becomes milky white, and produces a large number of bubbles, and the reaction is kept for 5 hours;

[0022] Step 3. Stop the reaction with 5m1 3mol / L HCl after the reaction is complete. At this time, the upper layer is a yellow organic liquid and the lower layer is a white solid. After stirring for 15 minutes, the remaining reaction solution is poured into a single-necked flask, and it turns orange after removing THF by rotary evaporation;

[0023] Step 4,...

Embodiment 2

[0032] Step 1, when agitator, water separator and 0.5gP-Mo 2 In a 500ml three-necked flask with Ni / NC catalyst, 0.7mol phenylethylamine, 0.8mol benzaldehyde and 250ml toluene were added successively at room temperature to react to obtain a milky white mixture; the rest of the steps were the same as in Example 1.

Embodiment 3

[0034] Step 1, when agitator, water separator and 0.5gP-Mo 2 In a 500ml three-necked flask with Ni / NC catalyst, 0.7mol phenylethylamine, 0.6mol benzaldehyde and 250ml toluene were added successively at room temperature to react to obtain a milky white mixture; the rest of the steps were the same as in Example 1.

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PUM

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Abstract

The invention discloses a synthesis method of N-benzyl-alpha-methylbenzylamine. According to the method, phenylethylamine, benzaldehyde, KBH4, (NH4)2Mo7O24, Ni(NO3)2, 4,4'-dipyridyl, urea formaldehyderesin and H3PMo12O40 are used as main raw materials. The synthesis method is used for carrying out nucleophilic addition through phenylethylamine and benzaldehyde under the action of a catalyst whichis P-Mo2Ni / NC and then further reducing to obtain N-benzyl-alpha-methylbenzylamine. Compared with the conventional synthesis method, the synthesis method has the advantages that limited carbonizationof polyacids is capable of effectively avoiding excessive growth of metal carbide particles; nano-sized monodispersed catalyst particles can be obtained; racemization is not generated when KBH4 is used as a reducing agent for reducing intermediate products which are imine materials; and phenylethylamine with two configurations and extremely high optical purity can be easily obtained.

Description

technical field [0001] The invention relates to a method for synthesizing N-benzylphenethylamine, which belongs to the field of chemical synthesis. Background technique [0002] N-Benzylphenylethylamine (N-Benzyl-α-methylbenzylamine) CAS: 38235-77-7 is a resolving agent with a wide range of uses and high stereoselectivity, and it is also a catalyst ligand for asymmetric reactions . As a resolving agent, it can well split the precursor o-chloromandelic acid of the new drug for the treatment of cardiovascular disease Yorkrapidol, and the precursor β-hydroxycarboxylic acid of the HIV protease inhibitor of the AIDS drug; as a ligand, it can occur The asymmetric Michael addition reaction with lithium and magnesium as the catalyst, and the asymmetric deprotonation reduction reaction of chiral ketones are mainly used in the aldehyde-ketone condensation reaction. The main preparation method is that under the catalysis of the metal ligand of metal iridium or zirconium, the racemic ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/52C07C211/27B01J27/24
CPCB01J27/24C07B2200/07C07C209/52C07C249/02C07C211/27C07C251/24
Inventor 王希赵净
Owner 徐州得铸生物科技有限公司
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