Method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol

A catalytic oxidation and aliphatic technology, applied in chemical instruments and methods, preparation of organic compounds, catalytic reactions, etc., can solve the problems of complex catalyst preparation process, numerous reaction by-products, and difficulty in recycling, and achieve good industrial application prospects , less reaction time, good catalytic effect

A catalytic oxidation and aliphatic technology, applied in chemical instruments and methods, preparation of organic compounds, catalytic reactions, etc., can solve the problems of complex catalyst preparation process, numerous reaction by-products, and difficulty in recycling, and achieve good industrial application prospects , less reaction time, good catalytic effect

CN112079706AActive Publication Date: 2020-12-15SHANGHAI INST OF TECH +1

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The green catalytic oxidation reaction method of aliphatic primary alcohol in the present embodiment, the steps of this method are:

[0039] Add 10mL of acetonitrile, 1.4445g of isononyl alcohol, 0.3271g of NHPI, and 0.3846g of copper oxide into the three-necked flask in turn, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 12h, and finally detect and analyze by GC. The yield of isononanoic acid was 83.72%.

[0040] Wherein the proportioning of used isononanol and acetonitrile is calculated according to the molar volume ratio, i.e. isononanol: acetonitrile is 1mol: 1000mL; The ratio of nonanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of isononanol.

Embodiment 2

[0044] A kind of green catalytic oxidation reaction method of aliphatic primary alcohol, the steps of this method are:

[0045] Add 15mL of acetonitrile, 1.0221g of 1-hexanol, 0.3262g of NHPI, and 0.3850g of copper oxide into the three-necked flask in sequence, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 6 hours, and finally determine the final concentration by GC detection. The product was 1-hexanoic acid, and the solvent acetonitrile was distilled off with a rotary vacuum evaporator, and the yield of 1-hexanoic acid was calculated to be 56.63%.

[0046] The ratio of 1-hexanol and acetonitrile used is calculated according to the molar volume ratio, that is, 1-hexanol: acetonitrile is 1mol:1500mL; Copper: 1-hexanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of 1-hexanol.

Embodiment 3

[0048] A kind of green catalytic oxidation reaction method of aliphatic primary alcohol, the steps of this method are:

[0049] Add 10mL of acetonitrile, 1.3028g of n-octanol, 0.3271g of NHPI, and 0.3852g of copper oxide in the three-necked flask in sequence, then feed oxygen at 20mL / min under normal pressure, stir at 70°C for 24h, and finally detect and analyze by GC. The oxidation product is n-octanoic acid, and the yield of n-octanoic acid is 90.25%.

[0050] Wherein the proportioning of used n-octanol and acetonitrile is calculated according to the molar volume ratio, namely n-octanol: acetonitrile is 1mol: 1500mL; The ratio of octanol is 0.2:0.48:1; the oxygen flow rate is calculated as 2000mL / min per 1 mol of n-octanol.

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Abstract

The invention relates to a method for preparing carboxylic acid by green catalytic oxidation of aliphatic primary alcohol. The method comprises the following steps of: adding aliphatic primary alcoholinto a reaction solvent, adding an N-hydroxyphthalimide-copper oxide catalyst, introducing oxygen during reaction, and carrying out reaction at 50-80DEG C under normal pressure for 6-24h to obtain carboxylic acid with high yield. Compared with the prior art, the method has the advantages that the oxidizing agent is green and environment-friendly, the catalyst is cheap and easy to prepare, easy toseparate from the product, convenient to recycle, the reaction conditions are mild and the like, therefore the method is a green oxidation method of aliphatic primary alcohol.

Description

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Claims

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Application Information

Patent Timeline
15 Dec 2020
Publication
CN112079706A