Synthesis method for 2-methoxy-4-methylbenzylamine

A synthesis method and the technology of methylbenzylamine, applied in the field of synthesis of 2-methoxy-4-methylbenzylamine, can solve the problems of lithium aluminum hydride danger, harsh operating conditions, high cost, etc. The effect of low production cost and mild reaction conditions

Inactive Publication Date: 2012-01-11
SHANGHAI INST OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The raw material for this reaction is not a common industrial raw material, the cost is high, and the lithi

Method used

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  • Synthesis method for 2-methoxy-4-methylbenzylamine
  • Synthesis method for 2-methoxy-4-methylbenzylamine
  • Synthesis method for 2-methoxy-4-methylbenzylamine

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Embodiment 1

[0038] A kind of synthetic method of 2-methoxy-4-methylbenzylamine, its synthetic process specifically comprises the following steps:

[0039] (1), the synthesis of 2-hydroxyl-4-methyl-benzaldehyde

[0040] Dissolve m-cresol 108g (1mol) in 200ml toluene, add 26g tin tetrachloride (0.1mol) and 54g tributylamine (0.3mol) under nitrogen protection, stir the mixture at room temperature for 20 minutes, then add 66g Polyoxymethylene (2.2mol), heated to 100°C for 8 hours, cooled to room temperature, poured into 500ml of cold water, acidified with dilute hydrochloric acid, extracted with ether, washed the organic phase with brine, dried over anhydrous magnesium sulfate, and recovered the solvent to obtain 2 -Hydroxy-4-methyl-benzaldehyde 119g (GC content>98%), yield 86%, m.p.60-61℃;

[0041] (2), the synthesis of 2-methoxy-4-methyl-benzaldehyde

[0042] Dissolve 13.6g of 2-hydroxy-4-methyl-benzaldehyde (0.1mol) and 41.7g of potassium carbonate (0.3mol) obtained in step (1)...

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Abstract

The present invention discloses a synthesis method for 2-methoxy-4-methylbenzylamine. The method comprises the following three steps that: 1, metacresol and formaldehyde are mixed in a solvent A, the resulting solution is subjected to a carbonylation reaction under an alkaline condition through a catalytic action of a Lewis acid catalyst to generate 2-hydroxy-4-methyl-benzaldehyde; 2, the 2-hydroxy-4-methyl-benzaldehyde and a methylating regent are subjected to heating reflux in a solvent B to carry out a methylation reaction to generate 2-methoxy-4-methyl-benzaldehyde; 3, the 2-methoxy-4-methyl-benzaldehyde and ammonium formate are subjected to a reductive amination reaction under a heating condition to generate the 2-methoxy-4-methylbenzylamine. According to the synthesis method provided by the present invention, the used raw materials are mass industrial products, such that the production cost is low; in the third step of the reductive amination reaction, a hazardous reducing agentof lithium aluminum hydride is prevented from using; the reaction conditions are mild, the operation is safe and convenient; the yield of the final product is high, the generated three waste are less, and the method is applicable for the industrial production.

Description

technical field [0001] The invention relates to a synthesis method of 2-methoxy-4-methylbenzylamine. Background technique [0002] Amine compounds are very important intermediates in organic synthesis and have a wide range of uses, especially in the design and synthesis of drugs and fragrances. Amines and their amide derivatives are the most prevalent functional groups in drugs registered globally, present in more than two-thirds of drugs in comprehensive drug databases. In spices, a large number of food spices and seasonings such as salty agents, cooling agents, and fresheners also contain amine and amide groups. Therefore, research and development of various amines and their derivatives is very meaningful and important work. 2-methoxy-4-methylbenzylamine is a very important amine compound, which can be used as a raw material for various industrial resins and products, and is also an important intermediate for the synthesis of drugs and fragrances. [0003] Th...

Claims

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Application Information

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IPC IPC(8): C07C217/58C07C213/02
Inventor 戴晖陆欢
Owner SHANGHAI INST OF TECH
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