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N-ethyl aniline preparation method

A technology of aniline and acetaldehyde, which is applied in the field of preparation of N-ethylaniline, can solve the problems of unfavorable production of N-ethylaniline, poor yield and purity, relatively high equipment requirements, and achieve easy separation, high purity, The effect of advanced technology

Active Publication Date: 2013-06-12
CHAMBROAD CHEM IND RES INST CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This technology is relatively mature in domestic production, but there are some shortcomings, mainly reflected in the relatively high requirements for equipment and the relatively high risk factor. For example, according to the existing technology, the ratio of aniline and ethanol is 1:1.5 Mix, then add concentrated hydrochloric acid, then add to a high-pressure reactor, and react at 300°C and 9.84MPa to obtain 20% aniline, 65%-70% N-ethylaniline and 10%-15% diethylaniline Reaction mixture, it can be seen that the reaction conditions are extremely demanding and the risk factor of high temperature and high pressure reaction is large, and the final yield and purity are not good
Because there are above-mentioned shortcoming in prior art, be unfavorable for the production of N-ethylaniline

Method used

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  • N-ethyl aniline preparation method

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Effect test

Embodiment 1

[0031] A kind of preparation method of N-ethylaniline, its concrete steps are:

[0032] (1) Nucleophilic reaction

[0033] At normal temperature and pressure, add 18.26g of aniline into the reactor, stir, then add the ethanol solution of acetaldehyde (20.62g of acetaldehyde, the mass ratio of acetaldehyde to ethanol is 1:2), and react for 1 hour;

[0034] (2) Reduction reaction

[0035] At normal temperature and pressure, add an ethanol solution of sodium borohydride (wherein the mass ratio of reducing agent sodium borohydride is 11.42 g, and the mass ratio of reducing agent to ethanol is 1:6) to the above reaction system, and react for 3 hours;

[0036] (3) Post-processing

[0037] The reactant after the above reduction reaction was distilled to obtain an organic phase, the organic phase was alkalized, and then distilled to obtain an organic phase, the organic phase was acidified, and then distilled, the organic phase was 23.33g of the product, with a yield of 96.2% and a c...

Embodiment 2

[0040] A kind of preparation method of N-ethylaniline, its concrete steps are:

[0041] (1) Nucleophilic reaction

[0042] At normal temperature and pressure, add 18.22g of aniline into the reactor, stir, then add the ethanol solution of acetaldehyde (20.64g of acetaldehyde, the mass ratio of acetaldehyde to ethanol is 1:5), and react for 1 hour;

[0043] (2) Reduction reaction

[0044] At normal temperature and pressure, add an ethanol solution of sodium borohydride (wherein the mass ratio of reducing agent sodium borohydride is 11.44 g, and the mass ratio of reducing agent to ethanol is 1:5) to the above reaction system, and react for 3 hours;

[0045] (3) Post-processing

[0046]The reactant after the above reduction reaction was distilled to obtain an organic phase, the organic phase was alkalized, and then distilled to obtain an organic phase, the organic phase was acidified, and then distilled, the organic phase was 23.35 g of the product, with a yield of 96.5% and a c...

Embodiment 3

[0049] A kind of preparation method of N-ethylaniline, its concrete steps are:

[0050] (1) Nucleophilic reaction

[0051] At normal temperature and pressure, add 18.26g of aniline into the reactor, stir, then add acetaldehyde in methanol solution (among them, the acetaldehyde is 20.62g, and the mass ratio of acetaldehyde to methanol is 1:4), and react for 1 hour;

[0052] (2) Reduction reaction

[0053] At normal temperature and pressure, add a methanol solution of sodium borohydride (wherein the mass ratio of reducing agent sodium borohydride is 11.43 g, and the mass ratio of reducing agent to methanol is 1:10) to the above reaction system, and react for 3 hours;

[0054] (3) Post-processing

[0055] The reactant after the above reduction reaction was distilled to obtain an organic phase, the organic phase was alkalized, and then distilled to obtain an organic phase, the organic phase was acidified, and then distilled, the organic phase was 23.43g of the product, with a yi...

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Abstract

The invention belongs to the technical field of organic synthesis and provides an N-ethyl aniline preparation method. The N-ethyl aniline preparation method comprises the following steps: with aniline and acetaldehyde as starting materials at a normal temperature and a normal pressure, synthesizing schiff-base through nucleophilic reaction, and synthesizing the N-ethyl aniline through reduction under the conditions of hydrogenation and a reducing agent. According to the N-ethyl aniline preparation method, aniline and acetaldehyde serving as starting materials react at a normal temperature and a normal pressure, so that the requirements on equipment are reduced, the production cost is reduced, the reaction period is shortened, and the utilization rate of the raw materials and the product yield are increased.

Description

technical field [0001] The invention relates to the technical field of chemical engineering, in particular to the field of organic synthesis, and more specifically to a preparation method of N-ethylaniline. Background technique [0002] N-Ethylaniline, also known as ethylaniline, English name N-Ethylanlllne, yellow-brown transparent oily liquid with aniline odor, boiling point 204°C, insoluble in water, soluble in alcohol and most organic solvents. Mainly used in organic synthesis, it is an important intermediate of azo fuel and triphenylmethane dye, and can also be used as an intermediate of fine chemicals such as rubber additives, explosives, and photographic materials. [0003] At present, the domestic method for synthesizing N-ethylaniline mainly uses aniline and ethanol as starting materials, and synthesizes it through a nucleophilic reaction under high temperature and pressure in an acidic environment. This technology is relatively mature in domestic production, but t...

Claims

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Application Information

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IPC IPC(8): C07C211/48C07C209/52
Inventor 葛如振樊其艳吴文雷姚刚门振
Owner CHAMBROAD CHEM IND RES INST CO LTD