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Novel process for synthesizing cyclohexyl formic acid by benzoic acid hydrogenation

A technology of cyclohexyl formic acid and benzoic acid, applied in chemical instruments and methods, preparation of carboxylic acid by ozone oxidation, metal/metal oxide/metal hydroxide catalyst, etc., can solve complex procedures, high reaction temperature, and reaction selectivity. drop etc.

Inactive Publication Date: 2006-03-22
JIANGSU QINGQUAN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction temperature of this process is high, the process is complex, and the contact time between the catalyst and the product is long, resulting in an increase in secondary reactions and a decrease in reaction selectivity.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] (1), add 1g of benzoic acid (reagent grade, domestic) and 0.05g of rhodium catalyst in the 50mL autoclave, then tighten the autoclave and sweep the line with nitrogen at room temperature to empty the air in the reaction system ;

[0022] (2) After the reactor is heated to 30°C, fill the reactor with hydrogen until the pressure required for the reaction is 2MPa, then turn on the magnetic stirrer, and the reaction time is 3 hours; Separation from the product was carried out, and the yield of cyclohexylcarboxylic acid was 24.57%.

Embodiment 2

[0024] (1), add 1g of benzoic acid (reagent grade, domestic) and 0.05g of rhodium catalyst in the 50mL autoclave, then tighten the autoclave and sweep the line with nitrogen at room temperature to empty the air in the reaction system ;

[0025] (2), after the reaction kettle is heated to 20°C, fill the reaction kettle with hydrogen until the pressure required for the reaction is 4MPa, then open the magnetic stirrer, and the reaction time is 3 hours; the cyclohexyl formic acid obtained through carbon dioxide extraction is collected The rate is 99.38%.

Embodiment 3

[0027] (1), add 1g of benzoic acid (reagent grade, domestic) and 0.05g of rhodium catalyst in the 50mL autoclave, then tighten the autoclave and sweep the line with nitrogen at room temperature to empty the air in the reaction system ;

[0028] (2) After the reaction kettle is heated to 30°C, fill the reaction kettle with hydrogen until the pressure required for the reaction is 6 MPa, then turn on the magnetic stirrer, and the reaction time is 3 hours; The yield of cyclohexylcarboxylic acid was 99.56%.

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Abstract

The novel process of hydrogenating benzoic acid to synthesize cyclohexyl formic acid includes the catalytic cyclization reaction of benzoic acid via contact with hydrogen inside supercritical CO2 and cyclohexyl formic acid without solvent in the presence of metal rhodium catalyst and under mild reaction condition; and subsequent extraction to separate product from the catalyst by means of the dissolubility of cyclohexyl formic acid in supercritical CO2. The technological process of the present invention has the advantages of mild reaction condition, clean reaction process, no side product and waste, no need of post-separation, and high product yield and quality.

Description

technical field [0001] The invention relates to a new method for synthesizing cyclohexyl formic acid by hydrogenation of benzoic acid, specifically: under solvent-free conditions, a supported rhodium catalyst in supercritical carbon dioxide and cyclohexyl formic acid catalyzes a new method for synthesizing cyclohexyl formic acid by hydrogenating benzoic acid. Background technique [0002] Cyclohexylcarboxylic acid and its derivatives are important organic chemical raw materials and intermediates of synthetic drugs, and have a wide range of application prospects. Cyclohexyl carboxylic acid can be used in the synthesis of photocuring agent 184, namely: 1-hydroxycyclohexyl phenyl ketone; it is also an efficient UV curing initiator and non-yellowing photoinitiator, a solubilizer for vulcanized rubber, and a clarifying agent for petroleum and pharmaceutical intermediates, etc. Cyclohexylcarboxylic acid can be prepared from benzoic acid catalytic hydrogenation, which is an import...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/36C07C61/08B01J23/46
CPCY02P20/54
Inventor 赵凤玉王洪军才淑霞刘瑞霞奚春宇郝剑敏程海洋
Owner JIANGSU QINGQUAN CHEM CO LTD
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