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Preparation method and application for 2-hydroxyl-4-alkoxy benzaldoxime

A technology of alkoxybenzaldehyde oxime and dihydroxybenzaldehyde, which is applied in the field of hydrometallurgical extractant and its preparation, can solve the problems of high cost, harsh synthesis conditions, and high synthesis difficulty, and achieve the improvement of copper-iron separation coefficient, The effect of reducing the difficulty of synthesis and cheap raw materials

Inactive Publication Date: 2018-03-30
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the problems of harsh synthesis conditions, high synthesis difficulty and high cost of the existing copper extractant, the technical solution provided by the invention is the preparation method of 2-hydroxy-4-alkoxybenzaldehyde oxime, and the preparation method is: Adopt 2,4-dihydroxybenzaldehyde to obtain the compound shown in formula 1 through alkylation reaction, adopt the compound shown in formula 1 to obtain 2-hydroxyl-4-alkoxybenzaldehyde oxime through hydroximation reaction, described 2- The structural formula of hydroxy-4-alkoxybenzaldehyde oxime is shown in formula 2;

Method used

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  • Preparation method and application for 2-hydroxyl-4-alkoxy benzaldoxime
  • Preparation method and application for 2-hydroxyl-4-alkoxy benzaldoxime
  • Preparation method and application for 2-hydroxyl-4-alkoxy benzaldoxime

Examples

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Embodiment 1

[0033] Preparation of copper extractant 2-hydroxyl-4-hexyloxybenzaldehyde oxime (in formula 2, R is C6)

example A

[0035] In this example, 10.0 g of 2,4-dihydroxybenzaldehyde was dissolved in 100 mL of acetone, 7.5 g of potassium bicarbonate (alkali) and 0.1 g of sodium iodide (catalyst) were added, and the reflux reaction was carried out for 1 hour, and then 12.1 g of bromine Hexane was dissolved in 20 mL of acetone and slowly added dropwise to the reaction solution. After 32 hours of reaction, 10 mL of hydroxylamine hydrochloride (5.0 g) and sodium acetate trihydrate (10.0 g) in water were added, stirred at room temperature for 1 hour to complete the reaction, and excess water was added. It was extracted with ethyl acetate, and the solvent was removed under reduced pressure to obtain a dark semi-solid crude product, which was separated by silica gel chromatography (eluent ethyl acetate:petroleum ether=1:6) to obtain 2-hydroxy-4-hexyloxybenzaldehyde The yield of pure oxime is 74%.

[0036] The proton nuclear magnetic resonance spectrum data of above-mentioned 2-hydroxyl-4-hexyloxybenzalde...

example B

[0039] The difference between this example and Example A is: the solvent for dissolving 2,4-dihydroxybenzaldehyde is acetone, the alkali added is potassium carbonate, and the catalyst is potassium iodide. The base added was potassium carbonate, stirred at room temperature until the reaction was completed, and subsequent extraction and purification were performed as in Example A to obtain pure 2-hydroxy-4-hexyloxybenzaldehyde oxime with a yield of 62%.

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Abstract

The invention discloses a preparation method and an application for 2-hydroxyl-4-alkoxy benzaldoxime. The preparation method comprises the following steps: subjecting 2,4-dihydroxy benzaldehyde to analkylation reaction, and carrying out a hydroxyl oximation reaction so as to obtain the 2-hydroxyl-4-alkoxy benzaldoxime. The 2-hydroxyl-4-alkoxy benzaldoxime prepared by using the preparation methodprovided by the invention has high extraction efficiency, copper-iron separation coefficient and extraction saturation capacity when used as a copper extractant; meanwhile, the 2-hydroxyl-4-alkoxy benzaldoxime has the advantages of simple synthetic process, low synthetic difficulty, high yield, easily-available raw materials, low cost, and easiness in implementation of large-scale industrial production.

Description

technical field [0001] The invention relates to the technical field of extractant for hydrometallurgy and its preparation, in particular to a preparation method of 2-hydroxy-4-alkoxybenzaldehyde oxime and its application as a copper extractant. Background technique [0002] Copper has good electrical conductivity, heat transfer and ductility, and is easy to process and shape, so it has been widely used in industrial production fields. With the rapid development of my country's economy, my country's demand for copper is increasing day by day, but the scale of my country's copper deposits is small, the ore structure is complex, the ore chemical composition is diverse, and most of them are associated paragenetic ore. Among the proven copper resources , the copper grade of most reserves is below 1%, so the "leaching-extraction-electrolysis" (L-SX-EW) process has become the main method for mining low-grade copper resources, and an excellent extraction agent is the key to determini...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C249/08C07C251/48C22B3/30C22B15/00
CPCC07C45/64C07C249/08C22B3/30C07C251/48C07C47/575Y02P10/20
Inventor 郭创龙支永刚
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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