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Benzoate preparation process

A technology for the preparation of benzoate esters, which is applied in the field of benzoate ester preparation processes, can solve the problems of severe equipment corrosion, high risk of oxygen oxidation, and high raw material costs, so as to eliminate the generation of waste water and make the production process green and environmentally friendly , good catalytic activity

Inactive Publication Date: 2017-05-17
GUANGZHOU YINTIAN NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The synthetic method of benzoic acid ester and its derivatives compound now comprises utilizing benzoyl chloride derivative and alcohol reaction to obtain benzoic acid and its derivatives compound (notification number is CN101096388B), but this method needs organic base as benzoic acid A large amount of salt-containing by-products or salt-containing wastewater will be produced in the production; directly utilize benzoic acid and alcohol compounds to dehydrate to obtain benzoic acid esters and derivatives thereof (the announcement number is CN101817761B), and the long reaction time of this method requires 1 -2 days, and using sulfuric acid as a dehydrating agent, the equipment is severely corroded; using benzyl cyanide compounds and alcohols or phenolic compounds as raw materials, copper as a catalyst, oxygen oxidation to obtain benzoate compounds, the method has high raw material costs, High risk of oxygen oxidation (notification number is CN104892408A)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add benzoic acid (122.12g, 1mol), ethanol (184g, 4mol) and 0.17g of catalyst into a 1000ml four-necked flask, raise the temperature to 110℃, add cyclohexane with water to maintain the reaction temperature at 110-115℃, After 8 hours of reaction, GC showed that the benzoic acid reaction was complete, the heating was stopped, the temperature was reduced to room temperature, the filter was filtered, and the vacuum distillation was performed to recover n-butanol and water-carrying agent to obtain ethyl benzoate. Yield: 91.1%, content: 99.1%.

Embodiment 2

[0018] Add benzoic acid (122.12g, 1mol), n-butanol (222.36g, 3mol) and 0.17g of catalyst into a 1000ml four-necked flask. The temperature is raised to 130°C. Cyclohexane with water is added to maintain the reaction temperature at 130- After 8 hours of reaction at 135°C, GC showed that the benzoic acid reaction was complete. The heating was stopped, the temperature was reduced to room temperature, filtered, and vacuum distillation was performed to recover n-butanol and water-carrying agent to obtain n-butyl benzoate. Yield: 90.5%, content: 99.2%.

Embodiment 3

[0020] Add benzoic acid (122.12g, 1mol), isobutanol (222.36g, 3mol) and 0.17g of catalyst into a 1000ml four-necked flask. The temperature is raised to 135°C. Cyclohexane with water is added to maintain the reaction temperature at 135- After 7 hours of reaction at 145°C, GC showed that the benzoic acid reaction was complete. The heating was stopped, the temperature was lowered to room temperature, the filter, vacuum distillation, recovery of isobutanol and water-carrying agent to obtain isobutyl benzoate. Yield: 89.7%, content: 99.3%.

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PUM

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Abstract

The invention discloses a benzoate preparation process which comprises the following step: by taking benzoic acid and alcohol as raw materials, under the catalysis of a water-carrying agent and a catalyst, performing a reaction directly to generate a benzoate compound, wherein the catalyst is a self-made solid acid catalyst; the water-carrying agent is an alkane type water-carrying agent; the amount of the catalyst accounts for 0.01-0.05% of the total amount of raw materials; the amount of alcohol is 2-4 times of that of benzoic acid; the reaction temperature of catalysis of the water-carrying agent and the catalyst is 110-170 DEG C; and the reaction time is 6-10 hours. Compared with sulfuric acid, the catalysis system used in the benzoate preparation process has relatively good catalytic activity on p-toluenesulfonic acid and sodium hydrogen sulfate, so that the amount of the catalyst can be relatively small; in addition, as a loading type solid acid catalyst is used, and the catalyst can be separated through direct filtering after the reaction is completed; moreover, the catalyst can be repeatedly used, so that the production process can be relatively simple; and in addition, wastewater can be barely produced, so that the production process can be relatively green and environmentally friendly.

Description

Technical field [0001] The invention relates to the technical field of synthesis and preparation of fine chemical products, in particular to a preparation process of benzoate. Background technique [0002] Parabens and their derivatives are active molecules widely found in natural products, and they have important application value in the fields of biochemistry, medicine, pesticides, and functional materials. [0003] The current synthetic methods of benzoic acid ester and its derivatives include the use of benzoyl chloride derivatives to react with alcohols to obtain benzoic acid and its derivatives (publication number CN101096388B), but this method requires organic bases as the acid In the production process, a large amount of salt-containing by-products or salt-containing wastewater will be produced; directly use benzoic acid and alcohol compounds to obtain benzoic acid esters and their derivatives (Announcement No. CN101817761B). This method requires a long reaction time. -2 d...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/78
CPCC07C67/08C07C69/78
Inventor 杨海玉黄春龙姜鹏楚庆岩谢丽青
Owner GUANGZHOU YINTIAN NEW MATERIAL CO LTD
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