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Method for preparing propionic acid from ethyl acetate through carbonylation

A technology of ethyl acetate and carbonylation, which is applied to the preparation of carboxylic acid by carbon monoxide reaction, organic chemistry, etc., can solve the problem of low product selectivity and achieve the effect of improving selectivity

Inactive Publication Date: 2013-02-06
JIANGSU SOPO GRP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the formation of by-products, the product selectivity was low, and the total yield of propionic acid and ethyl propionate was only 73.3%.

Method used

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  • Method for preparing propionic acid from ethyl acetate through carbonylation

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Embodiment 1

[0020] A method for preparing propionic acid by carbonylation of ethyl acetate comprises adding 2 mmol of rhodium acetate as a main catalyst, 0.5 mol of ethyl acetate, 0.1 mol of ethyl iodide, and 0.75 mol of water into a 250 ml reactor. The air in the kettle was replaced with carbon monoxide, the stirring speed was 600 rpm, the reaction temperature was kept at 180°C, the carbon monoxide constant pressure was 5.0 MPa, and the reaction was carried out for 5 hours. The conversion rate of ethyl acetate was 60.3%, and the selectivity of propionic acid was 85.3%.

Embodiment 2

[0022] A method for preparing propionic acid by carbonylation of ethyl acetate. In a 250ml reactor, add 2mmol of rhodium acetate as the main catalyst, 0.5mol of ethyl acetate, a polar solvent, 0.1mol of ethyl iodide, and 0.75mol of water. Replace the air in the kettle with carbon monoxide, stir at a speed of 600 rpm, and react at a certain reaction temperature and a certain carbon monoxide pressure. The types of polar solvents, reaction conditions, and results are shown in Table 1.

[0023] Table 1

[0024]

Embodiment 3

[0026] In a 250ml reactor, add 2mmol of main catalyst, 0.5mol of ethyl acetate, 0.5mol of propionic acid, 0.05mol of iodide additive, 4mmol of ligand, 0.75mol of water and a certain amount of ethyl iodide. The air in the kettle was replaced with carbon monoxide, the reaction temperature was kept at 180° C., the carbon monoxide constant pressure was 5.0 MPa, and the stirring speed was 600 rpm. After 5 hours of reaction, the results are shown in Table 2.

[0027] main catalyst additive Ligand Iodoethane / mol Conversion rates / % Selective / % Rhodium acetate Hydroiodic acid Triphenylphosphine 0.1 70.8 97.3 Rhodium chloride Hydroiodic acid Triphenylphosphine 0.1 70.1 97.6 Rhodium dichlorotetracarbonyl Hydroiodic acid Triphenylphosphine 0.1 72.3 97.8 Rhodium acetate lithium iodide Triphenylphosphine 0.1 61.1 89.9 Rhodium acetate potassium iodide Triphenylphosphine 0.1 63.8 91.2 Rhodium acetate High tin ...

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Abstract

The invention discloses a method for preparing propionic acid from ethyl acetate through carbonylation. A reaction system consists of ethyl acetate, a main catalyst, a co-catalyst and water according to a molar ratio of 1:0.01-0.0001:0.05-0.5:1-10, wherein the reaction temperature is 140-300 DEG C, and the carbon monoxide pressure is 2.0-10.0 MPa; the main catalyst is a rhodium compound; the co-catalyst is iodoethane; an iodide additive such as hydriodic acid, lithium iodide, potassium iodide, tin iodide, lead iodide, zinc iodide or cadmium iodide, a polar solvent such as acetic acid, propionic acid or butyric acid and an organic ligand are selectively added into the reaction system; the molar ratio of the iodide additive to the ethyl acetate is 0.01-1; the molar ratio of the polar solvent to the ethyl acetate is 0.1-10; and the molar ratio of the organic ligand to the main catalyst is 1-5. The process raw materials are freely and economically selected, the problem that ethanol is hydrolyzed and esterified to produce diethyl ether and propionic acid under an acidic condition is solved, and the selectivity of the propionic acid is improved.

Description

technical field [0001] The invention relates to a method for preparing propionic acid by carbonylation of ethyl acetate, belonging to the field of chemical synthesis. Background technique [0002] Propionic acid is an important fine chemical raw material. It has important applications in food, feed, paint, medicine, pesticide, rubber, plastic and other fields. It can be used to prepare various propionic acids such as propionate, propionate and halogenated propionic acid. derivative. The industrial production methods of propionic acid include ethylene carbonylation method (Reppe method), propionaldehyde oxidation method and light hydrocarbon oxidation method. These methods are all based on petroleum. With the depletion of oil resources and changes in international politics and economy, oil prices continue to rise, leading to an increase in the production cost of propionic acid. [0003] Carbonylation of ethanol is another important method for the preparation of propionic a...

Claims

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Application Information

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IPC IPC(8): C07C53/122C07C51/12
Inventor 袁国卿宋勤华黄志军邵守言李峰波凌晨闫芳夏景峰
Owner JIANGSU SOPO GRP
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