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Method for preparing ethoxyquinoline by wo3/ac/so3h synergistic catalysis

A technology of ethoxyquinoline and synergistic catalysis, applied in the direction of organic chemistry, can solve the problems of many side reactions, cumbersome operation, and low product yield, and achieve the goal of shortening the reaction time, reducing by-products, and high product yield Effect

Active Publication Date: 2021-07-20
淮安市润龙科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method is cumbersome to operate, requires a large amount of solvent, has a long production cycle, and causes environmental pollution.
Using iodine catalyst, the consumption is large and the price is high, there are many side reactions and the product yield is low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Example 1: At room temperature, 200g of activated carbon was impregnated in 2L of 25% nitric acid solution for 24 hours, filtered, washed with methanol until pH = 7, and dried at 120°C; 100g of WO3 was mixed with the treated activated carbon and placed in a muffle furnace at 450°C Calcination and activation for 10 hours; after cooling, take out and immerse in 552g of concentrated sulfuric acid for 20 hours, reflux in absolute ethanol for 2 hours, filter, wash with absolute ethanol until neutral, and dry at 80°C to obtain the catalyst WO3 / AC / SO3H.

Embodiment 2

[0012] Example 2: At room temperature, 200g of activated carbon was impregnated in 2L of 28% nitric acid solution for 22 hours, filtered, washed with methanol until pH = 7, and dried at 130°C; 100g of WO3 was mixed with treated activated carbon and placed in a muffle furnace at 480°C Calcination and activation for 9 hours; after cooling, take out and immerse in 552g of concentrated sulfuric acid for 22 hours, reflux in absolute ethanol for 2 hours, filter, wash with absolute ethanol until neutral, and dry at 90°C to obtain the catalyst WO3 / AC / SO3H.

Embodiment 3

[0013] Example 3: At room temperature, 200g of activated carbon was soaked in 2L of 30% nitric acid solution for 20 hours, filtered, washed with methanol until pH = 7, and dried at 140°C; 100g of WO3 was mixed with the treated activated carbon, and placed in a muffle furnace at 500°C Calcination and activation for 8 hours; after cooling, take out and soak in 552g of concentrated sulfuric acid for 24 hours, reflux in absolute ethanol for 2 hours, filter, wash with absolute ethanol until neutral, and dry at 100°C to obtain the catalyst WO3 / AC / SO3H.

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PUM

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Abstract

The invention discloses a WO 3 / AC / SO 3 H synergistically catalyzes the method for preparing ethoxyquinoline, and in a reactor equipped with a stirrer, a thermometer and a condenser tube, add p-aminophenethyl ether, toluene and WO 3 / AC / SO 3 H catalyst; when the reaction solution reaches the temperature, add acetone dropwise to the reactor; after the dropwise addition of acetone is completed, reflux the reaction, and TLC detects the end point of the reaction; neutralize with aqueous sodium bicarbonate solution, stand to separate, and extract the water phase with toluene , Combine the organic phases; dry over anhydrous sodium sulfate, filter, evaporate the solvent under normal pressure, and then distill under reduced pressure to obtain brown viscous oily liquid ethoxyquinoline. The present invention uses solid catalyst WO with two functions of superacid and sulfonic acid 3 / AC / SO 3 H synergistically catalyzes the condensation of p-aminophenethyl ether and acetone to prepare ethoxyquinoline, which can significantly shorten the reaction time, reduce by-products, and is easy to operate, and has industrial application prospects.

Description

technical field [0001] The present invention relates to the preparation method of ethoxyquinoline, be specifically related to WO 3 / AC / SO 3 H synergistically catalyzes the method for preparing ethoxyquinoline. Background technique [0002] Ethoxyquinoline is an antioxidant commonly used in the feed and food industry. It prevents the deterioration of vitamins A, D, E, etc., fat oxygen, natural pigments, and has certain anti-mildew and fresh-keeping effects. Its anti-oxidation Good performance and odor resistance at a low price. Ethoxyquinoline can also be used for rubber anti-aging, which has very excellent weather resistance and flex crack resistance. Ethoxyquinoline is mainly obtained from p-aminophenethyl ether and acetone through dehydration condensation in the presence of catalysts and solvents such as iodine, p-toluenesulfonic acid, solid superacid and inorganic acid. The research on catalysts for the synthesis of ethoxyquinoline has been well reviewed by Wu Chunyin...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/20
CPCC07D215/20
Inventor 韦长梅支三军蒋正静朱安峰夏敏
Owner 淮安市润龙科技有限公司
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