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Preparation method of N-methyl-4-methoxyaniline

A technology of methoxyaniline and methyl, which is applied in the field of preparation of N-methyl-4-methoxyaniline, can solve the problems of high raw material price, high energy consumption, and high reaction temperature, and achieve stable catalyst performance and reduce Difficult to separate, easy to operate

Active Publication Date: 2019-03-22
江苏智远科创科技有限公司 +2
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The patent application number 201610286228.0 discloses a method for preparing N-methyl-4-methoxyaniline by reductive amination method using p-methoxyaniline and paraformaldehyde as raw materials. The use of high-pressure hydrogen and non-green solvents is not environmentally friendly; the patent application number 201711309303.1 discloses a technical solution for improving high-pressure reaction conditions through a highly selective catalyst using methyl-p-methoxyaniline and methanol as reactants, but The technical solution has high reaction temperature (200-350°C), high energy consumption and high raw material price

Method used

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preparation example Construction

[0014] The invention provides a kind of preparation method of N-methyl-4-methoxyaniline, comprises the following steps:

[0015] Mix p-nitroanisole, paraformaldehyde and a catalyst, and undergo a reduction reaction in a hydrogen atmosphere to obtain N-methyl-4-methoxyaniline.

[0016] In the present invention, unless otherwise specified, all raw material components are commercially available products well known to those skilled in the art.

[0017] In the present invention, described catalyzer is preferably one or more in Raney nickel, palladium carbon and platinum carbon; There is no special limitation on the proportioning ratio, and it may be mixed according to any proportioning ratio.

[0018] In the present invention, the molar ratio of the p-nitroanisole to the aldehyde group in paraformaldehyde is preferably 1: (1-10), more preferably 1: (2-8), most preferably 1: (4~6).

[0019] In the present invention, the mass ratio of the catalyst to nitroanisole is preferably (1-...

Embodiment 1

[0030] Mix 1mol p-nitroanisole, 1.5mol paraformaldehyde and 7.65g Raney nickel catalyst, replace the oxygen in the reaction environment with nitrogen until the oxygen content in the reaction environment≤0.50V%. With a heating rate of 3°C / min, the temperature of the reaction system was raised to 98±1°C and maintained, and hydrogen gas was introduced to control the reaction pressure to 1.50MPa. Process sampling detection analysis, when the conversion rate of p-nitroanisole is 0.50%, stop passing hydrogen; the reaction time at this time is 4h, and then through cooling, catalyst separation, and rectification, N-methyl-4-methoxy Aniline, the product yield is 86.20%.

Embodiment 2

[0032] Mix 1mol p-nitroanisole, 3mol paraformaldehyde and 7.65g Raney nickel catalyst, replace the oxygen in the reaction environment with nitrogen, to the oxygen content≤0.50V% in the reaction environment, under stirring condition, with 3 The heating rate of °C / min is used to raise the temperature of the reaction system to 98±1 °C and maintain it. Hydrogen gas is introduced to control the reaction pressure to 1.50 MPa. Process sampling detection and analysis, when the conversion rate of p-nitroanisole is 0.50%, stop passing hydrogen; the reaction time at this time is 3.8h, and then through cooling, catalyst separation, and rectification, N-methyl-4-methanol is obtained Oxygenated aniline, the product yield is 87.6%.

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Abstract

The invention provides a preparation method of N-methyl-4-methoxyaniline. The method comprises the following steps: mixing p-nitroanisole, paraformaldehyde and a catalyst, and carrying out a reductionreaction in a hydrogen atmosphere to obtain the N-methyl- 4-methoxyaniline. The preparation method provided by the invention is few in steps, simple to operate, mild in conditions, stable in catalystperformance and low in cost. No solvent is required, and the separation difficulty of a product is reduced. According to the description of embodiments, the product yield of the preparation method is86% or more than 86 %.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of N-methyl-4-methoxyaniline. Background technique [0002] N-methyl-p-methoxyaniline is an aromatic amine and its nitrogen-containing compound with low toxicity and low volatility. Due to its high effect of improving octane number, in recent years, more and more people use it It is used in the research of gasoline additives to improve the antiknock performance of gasoline. [0003] The patent application number 201610286228.0 discloses a method for preparing N-methyl-4-methoxyaniline by reductive amination method using p-methoxyaniline and paraformaldehyde as raw materials. The use of high-pressure hydrogen and non-green solvents is not environmentally friendly; the patent application number 201711309303.1 discloses a technical solution for improving high-pressure reaction conditions through a highly selective catalyst using methyl-p-methoxyanili...

Claims

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Application Information

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IPC IPC(8): C07C217/84C07C213/02
CPCC07C213/02C07C217/84
Inventor 毛永生陈郑李治吴德生李留德张家庆孙汝友
Owner 江苏智远科创科技有限公司
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