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Method for preparing corresponding alcohol through carbonyl compound selective hydrogenation

A carbonyl compound and selectivity technology, applied in the field of selective hydrogenation of carbonyl compounds to prepare corresponding alcohols, can solve problems such as poor selectivity, and achieve the effects of low cost, good selectivity and high yield

Inactive Publication Date: 2012-07-25
HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalytic hydrogenation reduction method is reduction under the action of a catalyst, which uses H 2 The raw material is more in line with atom economy and the yield is high, but the selectivity is poor. If the molecule contains unsaturated groups such as C=C and C≡C, they will all be reduced

Method used

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  • Method for preparing corresponding alcohol through carbonyl compound selective hydrogenation
  • Method for preparing corresponding alcohol through carbonyl compound selective hydrogenation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] In the autoclave, add 600 milliliters of water, 100 grams of acetophenone and 20 grams of catalyst, and adjust the pH value of the solution to 9.0 with potassium hydroxide, wherein the content of Raney Ni in the catalyst used is 90.0 mass %, Ni(OH) 2 The content is 4.0% by mass, Ca(OH) 2 The content is 4.0% by mass, Al 2 o 3 The content is 2.0% by mass, seal the autoclave, fill the autoclave with nitrogen to 3.0MPa to replace the air in the kettle, then fill the hydrogen to 3.0MPa to replace the nitrogen in the kettle, fix the initial pressure of hydrogen to 3.0MPa, and the speed is 840 rpm, the reaction temperature is controlled At about 50°C, the rotation speed is 840 rpm, until the hydrogen pressure no longer changes, the reaction ends. The catalyst was filtered off, and the filtrate was extracted with ethyl acetate, concentrated, and weighed 99.4 g. The yield of 1-phenylethanol was 97%, and the selectivity was 99.2%.

[0023] The product is detected by gas chroma...

Embodiment 2

[0027] Add 500 milliliters of ethanol in autoclave, 100 grams of 4-phenyl-3-buten-2-ketone and 20 grams of catalyzer, the pH of solution with potassium carbonate regulator is 9.5, wherein the content of Raney Ni in the catalyzer used is 95.0% by mass, Ni(OH) 2 The content is 1.5% by mass, Ca(OH) 2 The content is 1.5% by mass, Al 2 o 3 content of 2.0% by mass, seal the autoclave, fill the autoclave with nitrogen to 3.0MPa to replace the air in the kettle, then fill the hydrogen to 3.0MPa to replace the nitrogen in the kettle, fix the initial pressure of hydrogen to 2.5MPa, control the reaction temperature at about 45°C, and the rotation speed is 760 rpm, until the hydrogen pressure no longer changes, the reaction is over. The catalyst was filtered off, the filtrate was concentrated and weighed 99.5 g, the yield of 4-phenyl-3-buten-2-ol reached 97.9%, and the selectivity was 99.7%. The product is detected by gas chromatography, and the gas phase conditions are column tempera...

Embodiment 3

[0031] Add 500 milliliters of water, 100 grams of acetone and 20 grams of catalyst in the autoclave, and adjust the pH of the solution with sodium carbonate to be 8.5, wherein the content of Raney Ni in the catalyst used is 92.0 mass %, Ni(OH) 2 The content is 3.5% by mass, Ca(OH) 2 The content is 3.5% by mass, Al 2 o 3 The content of hydrogen is 1.0% by mass, seal the autoclave, fill the autoclave with nitrogen to 3.0MPa to replace the air in the kettle, then fill the hydrogen to 3.0MPa to replace the nitrogen in the kettle, fix the initial pressure of hydrogen to 2.5MPa, control the reaction temperature at about 55°C, and the rotation speed is 620 rpm, until the hydrogen pressure no longer changes, the reaction is over. The catalyst was filtered off, and the filtrate was extracted with ethyl acetate, concentrated, and weighed 100.9 g. The yield of isopropanol reached 97.3%, and the selectivity was 99.7%. The product is detected by gas chromatography, and the gas phase con...

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Abstract

The invention belongs to the field of organic synthesis in chemical industry and particularly relates to a method for preparing corresponding alcohol through carbonyl compound selective hydrogenation. According to the method, carbonyl compounds, solvents and catalysts are added into a high-pressure kettle, the pH is regulated to be in a range from 8 to 11, hydrogen gas is used as a hydrogen source, and the corresponding alcohol preparation through compound selective hydrogenation is realized at certain temperature and pressure. The method provided by the invention has the advantages that only carbonyl groups in compounds can be hydrogenised, double bonds or benzene rings contained in the compounds are not hydrogenised, the selectivity is higher than 98 percent, and the yield is higher than 95 percent.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a method for selective hydrogenation of carbonyl compounds to prepare corresponding alcohols. Background technique [0002] Alcohol compounds are widely used in medicine and daily life. For example, 1-phenylethanol is widely used in fragrance manufacturing to adjust aroma, and as the main component of rose fragrance, it is used in the synthesis of various rose oils and essential oils. Methyl isobutyl carbinol is a medium-boiling solvent with excellent performance, widely used in pesticides, medicines, cellulose, adhesives, synthetic resins and resinous automotive coatings. 1-Phenylpropanol produced by catalytic hydrogenation of propiophenone is a phenylalcohol choleretic, which has a strong choleretic effect and mild antispasmodic effect, and can be used for cholecystitis, cholelithiasis, hypercholesterolemia, biliary tract infection, etc. disease treatment. [0003...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/145C07C29/141C07C33/22C07C33/30C07C31/10C07C33/20C07C31/12C07C31/125
Inventor 孙凤霞孟冬生张炳烛毛春丽
Owner HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
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