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Method for synthesizing dibutyl maleate

A technology for dibutyl malate and malic acid, which is applied in the field of synthesizing dibutyl malate, can solve the problems of difficulty in refining, corrosion of equipment, complicated post-treatment, etc., and achieves no environmental pollution, mild reaction conditions, and small amount of catalyst. Effect

Inactive Publication Date: 2008-08-13
EAST CHINA NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The industrial preparation of malic acid esters mostly uses concentrated sulfuric acid as a catalyst [Edited by Song Qihuang, Fine Chemical Technology, Beijing: Chemical Industry Press, 1995: 95]. This catalyst has many side reactions, is difficult to refine, and the equipment is severely corroded. Disadvantages such as complicated treatment, production of industrial "three wastes" and environmental pollution have greatly restricted its application
Some catalyzers that develop later are as catalyzer [Xie Wenlei etc., fine petrochemical industry, 1998, (4): 7-9] with p-toluenesulfonic acid, all have good catalytic activity to this reaction, but catalyzer is expensive, and Cannot be reused

Method used

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  • Method for synthesizing dibutyl maleate
  • Method for synthesizing dibutyl maleate
  • Method for synthesizing dibutyl maleate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Step 1 Preparation of Naphthalene Sulfonate Methylal

[0016] Heat 10g of naphthalene to 160°C, then slowly add 10ml of concentrated sulfuric acid dropwise, heat and stir at 140°C for 5h, then cool to 100°C, add 2ml of water, add 10ml of formaldehyde solution dropwise, and keep heating at 100°C for 4h to get Add boiling water to the black solid, wash with suction, and dry at 120°C to obtain methylal of naphthalenesulfonic acid.

[0017] Step 2 Esterification

[0018] Add 0.1mol of malic acid, 0.25mol of n-butanol and 0.1g of naphthalenesulfonic acid methylal into a 100mL three-necked flask equipped with electromagnetic stirring, thermometer, reflux condenser and water separator, heat to reflux and stir, and heat to 90 °C, the water produced by the reaction is separated from the water separator, and the reaction is stopped until there is no water and then enters the water separator (about 3h).

[0019] Step 3 Catalyst separation and product purification

[0020] The m...

Embodiment 2-4

[0023] Except following difference, all the other are identical with embodiment 1, be 0.3g in naphthalenesulfonic acid methylal consumption, malic acid consumption is 0.1mol, n-butanol is by the ratio consumption of table 1.

[0024] Table 1

[0025]

Embodiment 5-7

[0027] Except following difference, all the other are identical with embodiment 1, and the consumption of naphthalenesulfonic acid methylal is respectively by table 2.

[0028] Table 2

[0029]

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PUM

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Abstract

The invention discloses a method for synthesizing dibutyl malate, which uses malic acid and n-butanol as reaction articles, uses naphthalenesulfonic acid methylal as the catalyst during the ester synthesis process, filtering the catalyst from reacted articles after reaction, water-washing, alkaline-washing, distilling the filtrate to obatin dibutyl malate. The invention has the advantages of: (1) high yield of 95.5-99.6%, (2) cheap catalyst and small usage which is 0.1-2.0% of the total weight of the reaction materials; (3) gentle reaction condition, short reaction time; (4) repeatedly-usable catalyst; (5) no environmental contamination.

Description

technical field [0001] The invention relates to the technical field of organic chemical synthesis, in particular to a method for synthesizing dibutyl malate. Background technique [0002] Malate is a colorless, transparent, viscous liquid with a certain odor. They are widely used in the industry as raw materials for the preparation of fragrances and mosquito coils. Among them, dibutyl malate is an effective mosquito repellent. The repelling time can be as long as 112 days or more. The industrial preparation of malic acid esters mostly uses concentrated sulfuric acid as a catalyst [Edited by Song Qihuang, Fine Chemical Technology, Beijing: Chemical Industry Press, 1995: 95]. This catalyst has many side reactions, is difficult to refine, and the equipment is severely corroded. Disadvantages such as complicated treatment, production of industrial "three wastes" and environmental pollution have greatly restricted its application. Some catalyzers that develop later are as catal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/675C07C67/08B01J31/02
Inventor 杨建国王有菲高珊张敬鲍少华权南南王箭何鸣元
Owner EAST CHINA NORMAL UNIV
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