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Synthesis method of 2, 4-dimethoxybenzylamine

A technology of dimethoxybenzylamine and dimethoxybenzyl chloride is applied in the field of synthesis of 2,4-dimethoxybenzylamine, which can solve the problems of low position selectivity, difficult control and the like, and achieves operation Safe and simple, low production cost, less three wastes

Inactive Publication Date: 2014-01-01
SHANGHAI INST OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The position selectivity of the product is not high, and it is not easy to control

Method used

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  • Synthesis method of 2, 4-dimethoxybenzylamine
  • Synthesis method of 2, 4-dimethoxybenzylamine
  • Synthesis method of 2, 4-dimethoxybenzylamine

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Embodiment 1

[0035] A kind of synthetic method of 2,4-dimethoxybenzylamine, its synthetic process comprises the following steps:

[0036] (1) Synthesis of 2,4-dimethoxybenzyl chloride

[0037] Add m-xylylene dimethyl ether (70g, 0.5mol), trioctylmethyl ammonium chloride (28g, 0.07mol), paraformaldehyde (20.0g, 0.67mol) and phosphorus oxychloride in 200ml of concentrated sulfuric acid (76%) (191g, 1.25mol), the mixture was stirred at 80°C for 4h, the organic phase was separated after the reaction, the aqueous phase was extracted with hexane (3x200ml), the residue was distilled after the solvent was recovered, and 79.1g of the product (GC>97%) was obtained. Rate 85%; b.p. 81-82℃ / 133.3Pa;

[0038] (2), the synthesis of 2,4-dimethoxybenzylamine

[0039] Hexatropine (42g, 0.3mol), sodium iodide (45g, 0.3mol) and 2,4-dimethoxybenzyl chloride (55.8g, 0.3mol) were added to 1L of ethanol, and the mixture was heated to 40°C at room temperature Stir the reaction for 6 hours, filter the reaction ...

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Abstract

The invention discloses a synthesis method of 2, 4-dimethoxybenzylamine, comprising two steps of: synthesis of 2, 4-dimethoxybenzylchloride, and adding of 2, 4-dimethoxybenzylchloride, sodium iodide and urotropine into a solvent A for stirring and reaction so as to synthesize 2, 4-dimethoxybenzylamine. The synthesis method of the intermediate 2, 4-dimethoxybenzylchloride has the reaction occur in a two-phase system, in the presence of quaternary onium salt of a catalytic amount and under mild reaction conditions. And a single chloromethylation product is of high selectivity. With easily available and cheap raw materials, the production cost of 2, 4-dimethoxybenzylamine is low. Also with mild reaction conditions, the method of the invention has safe and simple operation, high reaction yield, and fewer "three wastes" generated, thus being suitable for industrial production.

Description

technical field [0001] The invention relates to a synthesis method of 2,4-dimethoxybenzylamine. 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. [0003] 2,4-Dimethoxybenzylamine 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. [0004] Chlorine is ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C217/58C07C213/02
Inventor 戴晖陆欢
Owner SHANGHAI INST OF TECH
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