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Method for synthesizing ethyl 3-n-butyl amino propionate

A technology for ethyl n-butylaminopropionate and a synthesis method, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., and can solve the synthesis of ethyl 3-n-butylaminopropionate, an intermediate of repellent esters. Long time, small environmental pollution, low cost and other problems, to achieve the effect of good solubility, reduced reaction time, and low toxicity

Active Publication Date: 2014-02-19
SUZHOU CHIEN SHIUNG INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the synthesis time of ethyl 3-n-butylaminopropionate, an intermediate of mosquito repellent, is relatively long, and it is difficult to select a suitable catalyst with low cost and low environmental pollution, which has caused certain obstacles to its large-scale application in industrial production.

Method used

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  • Method for synthesizing ethyl 3-n-butyl amino propionate
  • Method for synthesizing ethyl 3-n-butyl amino propionate
  • Method for synthesizing ethyl 3-n-butyl amino propionate

Examples

Experimental program
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Effect test

Embodiment 1

[0017] A kind of synthetic method of 3-n-butylaminopropionate ethyl ester, select n-butylamine and ethyl acrylate to react and prepare 3-n-butylaminopropionate ethyl ester, reaction formula is as follows:

[0018]

[0019] The specific reaction steps are as follows: add n-butylamine and catalyst cerium nitrate in a 500mL four-necked bottle with a stirring device, a reflux device, a thermometer and a constant pressure dropping funnel; Add ethyl acrylate dropwise under conditions, after the dropwise addition, continue to stir and keep warm for 4h; wherein the mol ratio of n-butylamine to ethyl acrylate is 4:1, and the amount of cerium nitrate added is 10% of the molar number of ethyl acrylate; After the reaction was finished, excess n-butylamine was distilled off under atmospheric pressure, and then fractionated under controlled pressure at 0.67KPa to obtain ethyl 3-n-butylaminopropionate with a yield of 92.6%, a purity of 99.6%, and a reaction time of 5 hours.

Embodiment 2

[0021] A kind of synthetic method of 3-n-butylaminopropionate ethyl ester, select n-butylamine and ethyl acrylate to react and prepare 3-n-butylaminopropionate ethyl ester, reaction formula is as follows:

[0022]

[0023] The specific reaction steps are as follows: add n-butylamine and catalyst cerium nitrate in the 500mL four-necked bottle with stirring device, reflux device, thermometer and constant pressure dropping funnel; Add ethyl acrylate dropwise under conditions, after the dropwise addition, continue to stir and keep warm for 8 hours; wherein the mol ratio of n-butylamine to ethyl acrylate is 3:1, and the amount of cerium nitrate added is 10% of the molar number of ethyl acrylate; After the reaction was finished, excess n-butylamine was distilled off under atmospheric pressure, and then fractionated under controlled pressure at 1.33KPa to obtain ethyl 3-n-butylaminopropionate with a yield of 93.8%, a purity of 99.7%, and a reaction time of 5 hours.

Embodiment 3

[0025] A kind of synthetic method of 3-n-butylaminopropionate ethyl ester, select n-butylamine and ethyl acrylate to react and prepare 3-n-butylaminopropionate ethyl ester, reaction formula is as follows:

[0026]

[0027] The specific reaction steps are as follows: add n-butylamine and catalyst cerium nitrate in a 500mL four-necked bottle with stirring device, reflux device, thermometer and constant pressure dropping funnel; Add ethyl acrylate dropwise under conditions, after the dropwise addition, continue to stir and keep warm for 6 hours; wherein the mol ratio of n-butylamine to ethyl acrylate is 5:1, and the amount of cerium nitrate added is 10% of the molar number of ethyl acrylate; After the reaction was finished, excess n-butylamine was distilled off under atmospheric pressure, and then fractionated under controlled pressure at 1.0 KPa to obtain ethyl 3-n-butylaminopropionate with a yield of 93.2%, a purity of 99.6%, and a reaction time of 5 hours.

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Abstract

The invention discloses a method for synthesizing ethyl 3-nbutyl amino propionate. According to the method, n-butylamine and ethyl acrylate are selected as raw materials, cerous nitrate is selected as a catalyst, and ethyl 3-nbutyl amino propionate is prepared by a reaction. Compared with the prior art, the method has the characteristics that the reaction operation is convenient, and the reaction conditions are mild; the cerous nitrate catalyst has the advantages of low cost, easiness for obtaining, good solubility in organic solvents and small toxicity, so that the cerous nitrate catalyst is an environment-friendly catalyst; on one hand, the cerous nitrate catalyst increases the product yield and reduces the reaction time on the condition of ensuring the purity so as to improve the production efficiency and reduce the production cost; on the other hand, the cerous nitrate catalyst can be applied in industrial production in large quantity to reduce the environmental pollution damage of additional reaction products.

Description

technical field [0001] The present invention relates to the synthetic method of organic matter, especially a kind of synthetic method of ethyl 3-n-butylamino propionate. Background technique [0002] 3-N-butylaminopropionate ethyl ester is an intermediate in the synthesis of mosquito repellent ester, also known as mosquito repellent ester, imonine, referred to as BAAPE, it is a colorless to light yellow transparent liquid at room temperature, and is a broad-spectrum , High-efficiency insect repellent, compared with standard mosquito repellent (DEET), it has lower toxicity, less irritation, safer, longer repellent time, less damage to paint and some plastics and synthetic materials , sweating is not easy to hydrolyze and other remarkable characteristics, it is an ideal replacement product for standard mosquito repellent, its repellent effect is long, and it can be used under different climatic conditions. [0003] At present, the synthesis time of ethyl 3-n-butylaminopropion...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/08C07C229/12
Inventor 杜晓晗朱少晖
Owner SUZHOU CHIEN SHIUNG INST OF TECH
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