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Preparation method of 1,4-cyclohexanedione

A technology of cyclohexanedione and dichlorophenol, which is applied in the field of preparation of chemical drug intermediates, can solve the problems of low product yield, high raw material price, and long reaction time, and achieve high product yield, low cost, and simple operation Effect

Inactive Publication Date: 2019-06-28
绍兴市上虞沿江生物科技有限公司
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The relevant preparation method of 1,4-cyclohexanedione disclosed at home and abroad mainly contains following several kinds: (1) take diethyl succinate and sodium ethylate as raw material synthesis 1,4-cyclohexanedione, the method It was the first to be developed, but the price of raw materials is high, the product yield is low, and the reaction time is long, so it has been basically eliminated
(2) Hydroquinone is used as raw material to hydrogenate 1,4-cyclohexanediol, and then oxidized to obtain 1,4-cyclohexanedione. This process is stable, but the price of raw materials is relatively high

Method used

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  • Preparation method of 1,4-cyclohexanedione

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of chlorinated p-benzoquinone.

[0031] In a 1000mL sealed four-necked reaction flask, add 600g of methanol and 197.5g of 2,4,6-trichlorophenol, stir to dissolve, then in a 2000mL sealed four-necked reaction flask, add 200mL of 5% dilute nitric acid, start The dissolved 2,4,6-trichlorophenol solution was added dropwise, 2 atm of oxygen was introduced, the temperature was stirred at 20°C, and the reaction was carried out for 2 hours. After the reaction was completed, 167 g of chlorinated p-benzoquinone was obtained by filtration, with a yield of 93.3%.

Embodiment 2

[0032] Embodiment 2: the preparation of chlorinated p-benzoquinone.

[0033] All the steps in this example are the same as in Example 1, except that 200mL of 10% dilute nitric acid was used to obtain 178g of chlorinated p-benzoquinone, with a yield of 99.4%.

Embodiment 3

[0034] Embodiment 3: the preparation of chlorinated p-benzoquinone.

[0035] In a 1000mL airtight four-necked reaction flask, add a mixture of 800g cyclohexane and 197.5g 2,4-dichlorophenol and 3,4-dichlorophenol, stir to dissolve, and then in a 2000mL airtight four-necked reaction flask , add 50mL of 5% dilute nitric acid and 0.1 mole of cuprous chloride, start to drop the dissolved mixture solution of 2,4-dichlorophenol and 3,4-dichlorophenol, add dropwise 2 moles of hydrogen peroxide, stir and control the temperature for 30 °C, reacted for 1.5 h, and the reaction was completed, and 175 g of chlorinated p-benzoquinone was obtained by filtration, with a yield of 97.8%.

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Abstract

The invention discloses a preparation method of 1,4-cyclohexanedione and belongs to the technical field of preparation methods of chemical medicine intermediates. The method comprises the steps that industrially-produced chloro phenol or chloro benzoquinone or a mixture of chloro phenol and chloro benzoquinone is used as a raw material, and through catalytic oxidation, chloro hydroquinone diquinone is obtained; then, through catalytic hydrogenation reduction, the product 1,4-cyclohexanedione is obtained. By means of the method, hydrogen is adopted as a reduction agent, production is clean andenvironmentally friendly, and the method is simple in operation, short in process and low in energy consumption and has high industrial value.

Description

technical field [0001] The invention belongs to the technical field of preparation methods of chemical drug intermediates, and in particular relates to a preparation method of 1,4-cyclohexanedione. Background technique [0002] 1,4-Cyclohexanedione (CAS No.: 637-88-7), with the structure shown in formula (I), is an important chemical drug intermediate and can also be used as a raw material for liquid crystal products. [0003] [0004] The relevant preparation method of 1,4-cyclohexanedione disclosed at home and abroad mainly contains following several kinds: (1) take diethyl succinate and sodium ethylate as raw material synthesis 1,4-cyclohexanedione, the method It was the first to be developed, but the price of raw materials is high, the product yield is low, and the reaction time is long, so it has been basically eliminated. (2) Hydroquinone is used as raw material to hydrogenate 1,4-cyclohexanediol, and then oxidized to obtain 1,4-cyclohexanedione. This process is st...

Claims

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Application Information

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IPC IPC(8): C07C45/00C07C45/65C07C49/403C07C46/08C07C50/24
Inventor 徐银吉
Owner 绍兴市上虞沿江生物科技有限公司
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