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Method for preparing 1-cyclohexenylacetic acid

A technology of cyclohexenyl acetic acid and ammonium acetate, which is applied in the preparation of carboxylic acid nitrile, the preparation of organic compounds, the preparation of nitrile, etc., can solve the problems of low product purity and low yield, and achieve stable reaction, improved yield, The effect of avoiding safety hazards

Inactive Publication Date: 2015-11-18
TAICANG YUNTONG BIOCHEM ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation method of 1-cyclohexenyl acetic acid in the prior art has the technical defect that product purity is lower and yield is lower

Method used

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  • Method for preparing 1-cyclohexenylacetic acid
  • Method for preparing 1-cyclohexenylacetic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add cyclohexanone, n-hexane, and ammonium acetate into a four-neck flask equipped with a stirrer, reflux condenser, and oil-water separator, stir and heat to 90°C, then drop cyanoacetic acid, and control the dropping time to 0.5h, wherein, The molar ratio of cyclohexanone and cyanoacetic acid is 1:0.8, the quality of n-hexane is 1 times of the total mass of cyclohexanone and cyanoacetic acid, the quality of ammonium acetate is 1.5% of the total mass of cyclohexanone and cyanoacetic acid, A dehydration reaction occurs, the temperature of the dehydration reaction is controlled at 120° C., and the dehydration time is 3 hours to obtain the intermediate of cycloalkenylene cyanoacetic acid.

[0019] Weigh acetic acid whose quality is 2 times of the intermediate of cycloalkenyl cyanoacetic acid, dissolve the intermediate of cycloalkenyl cyanoacetic acid to make a solution and put it into a reaction kettle after heating, and weigh 1% ammonium acetate accounting for the total mas...

Embodiment 2

[0022] Add cyclohexanone, n-hexane, and ammonium acetate into a four-neck flask equipped with a stirrer, reflux condenser, and oil-water separator, stir and heat to 95°C, then drop in cyanoacetic acid, and control the dropping time to 0.6h, wherein, The molar ratio of cyclohexanone and cyanoacetic acid is 1:1, the quality of n-hexane is 1.5 times of the total mass of cyclohexanone and cyanoacetic acid, the quality of ammonium acetate is 2% of the total mass of cyclohexanone and cyanoacetic acid, A dehydration reaction occurs, the temperature of the dehydration reaction is controlled at 140° C., and the dehydration time is 4 hours to obtain the intermediate of cycloalkenylene cyanoacetic acid.

[0023] Take by weighing acetic acid whose quality is 2.5 times of the intermediate of cycloalkenyl cyanoacetic acid, dissolve the intermediate of cycloalkenyl cyanoacetic acid to make a solution and put it into a reaction kettle after heating, and weigh 2% ammonium acetate that accounts ...

Embodiment 3

[0026] Add cyclohexanone, n-hexane, and ammonium acetate into a four-neck flask equipped with a stirrer, reflux condenser, and oil-water separator, stir and heat to 90°C, then drop cyanoacetic acid, and control the dropping time to 0.5h, wherein, The molar ratio of cyclohexanone and cyanoacetic acid is 1:1, the quality of n-hexane is 2 times of the total mass of cyclohexanone and cyanoacetic acid, the quality of ammonium acetate is 2.5% of the total mass of cyclohexanone and cyanoacetic acid, A dehydration reaction occurs, the temperature of the dehydration reaction is controlled at 120° C., and the dehydration time is 3 hours to obtain the intermediate of cycloalkenylene cyanoacetic acid.

[0027] Weigh acetic acid whose quality is 3 times of the intermediate of cycloalkenyl cyanoacetic acid, dissolve the intermediate of cycloalkenyl cyanoacetic acid to make a solution, heat it, put it into a reaction kettle, and weigh 2% ammonium acetate of the total mass of the solution Add...

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Abstract

The invention discloses a method for preparing 1-cyclohexenylacetic acid. According to the method, carrying out a dehydration reaction with cyclohexanone and cyanoacetic acid as reactants, n-hexane as a solvent, and ammonium acetate as a catalyst, thereby preparing an intermediate of cyclohexenylene cyanoacetic acid; adding acetic acid into the intermediate of cyclohexenylene cyanoacetic acid, and carrying out a decarboxylation reaction with a mixture of ammonium acetate and pyridine as a catalyst, thereby preparing 1-cyclohexenyl acetonitrile; putting 1-cyclohexenyl acetonitrile into a reaction container filled with an acid, and heating to trigger a hydrolysis reaction, thereby finally preparing 1-cyclohexenylacetic acid. The method has the advantages that the first step is to add acetic acid into the intermediate of cyclohexenylene cyanoacetic acid as a solvent, and the second step is to add an alkaline substance formed by mixing ammonium acetate ad pyridine into the mixture obtained in the first step; through simultaneous action of the first and second steps, carbon dioxide gas can be controlled to be evolved uniformly and stably, so that potential safety hazards caused by the rapid overflow of carbon dioxide gas can be avoided; 1-cyclohexenylacetic acid prepared according to the method is relatively high in purity and yield.

Description

technical field [0001] The invention relates to the technical field of 1-cyclohexenyl acetic acid, in particular to a preparation method of 1-cyclohexenyl acetic acid. Background technique [0002] 1-Cyclohexenylacetic acid, also known as 1-cyclohexenyl-1-acetic acid, has a molecular weight of 139.2 and a CAS number of 18294-87-6. It is a colorless to slightly yellow transparent liquid with a melting point of 26-28 °C, the boiling point is 252.4 °C, and the flash point is 149.7 °C. The preparation method of 1-cyclohexenyl acetic acid in the prior art has the technical defects of low product purity and low yield. Contents of the invention [0003] Aiming at the deficiencies in the prior art, the object of the present invention is to provide a kind of preparation method of 1-cyclohexenyl acetic acid, the product that this preparation method makes is high in purity, and yield is high. [0004] For reaching this purpose, the present invention adopts following technical schem...

Claims

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Application Information

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IPC IPC(8): C07C51/08C07C57/26
CPCC07C253/30C07C51/08C07C255/31C07C57/26
Inventor 张卫东
Owner TAICANG YUNTONG BIOCHEM ENG
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