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Novel synthesis method of 2-methyl-1,4-naphthoquinone

A new synthesis, methylnaphthalene technology, applied in the preparation of quinone oxide, organic chemistry, etc., can solve the problems of a large amount of chromium-containing wastewater, high equipment requirements, serious environmental pollution, etc., to reduce energy consumption, product separation is simple, and reduced Effects of Environmental Pollution

Inactive Publication Date: 2014-06-04
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The yield of 2-methyl-1,4-naphthoquinone obtained by this method is low; the reaction uses strong acid as the medium, which is highly corrosive and requires high equipment; moreover, a large amount of chromium-containing wastewater will be produced, causing serious environmental pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Weigh 1.42g of 2-methylnaphthalene and 3.80g of m-chloroperoxybenzoic acid, dissolve them in 10mL and 22mL of glacial acetic acid respectively to form solutions (1) and (2), and add solution (2) drop by drop under stirring solution (1), react at room temperature for 45 min; the reaction solution is extracted with chloroform, saturated NaHCO 3 solution, washed with water, anhydrous Na 2 SO 4 Drying, distillation under reduced pressure can get the crude product of 2-methyl-1,4-naphthoquinone, adding ethanol and activated carbon to the crude product, heating and dissolving, filtering while hot, cooling and crystallizing the filtrate, and drying by suction filtration to obtain light yellow crystals, That is, pure 2-methyl-1,4-naphthoquinone with a yield of 30.49%.

Embodiment 2

[0018] Weigh 1.42g of 2-methylnaphthalene and 3.80g of m-chloroperoxybenzoic acid, dissolve them in 10mL and 22mL of glacial acetic acid respectively to form solutions (1) and (2), and add solution (2) drop by drop under stirring In solution (1), react at 50°C for 45 minutes; the reaction solution is extracted with chloroform, saturated NaHCO 3 solution, washed with water, anhydrous Na 2 SO 4 Drying, distillation under reduced pressure can get the crude product of 2-methyl-1,4-naphthoquinone, adding ethanol and activated carbon to the crude product, heating and dissolving, filtering while hot, cooling and crystallizing the filtrate, and drying by suction filtration to obtain light yellow crystals, That is, pure 2-methyl-1,4-naphthoquinone with a yield of 14.85%.

Embodiment 3

[0020] Weigh 1.42g of 2-methylnaphthalene and 3.80g of m-chloroperoxybenzoic acid, dissolve them in 10mL and 22mL of glacial acetic acid respectively to form solutions (1) and (2), and add solution (2) drop by drop under stirring solution (1), react at room temperature for 1 h; the reaction solution is extracted with chloroform, saturated NaHCO 3 solution, washed with water, anhydrous Na 2 SO 4 Drying, distillation under reduced pressure can get the crude product of 2-methyl-1,4-naphthoquinone, adding ethanol and activated carbon to the crude product, heating and dissolving, filtering while hot, cooling and crystallizing the filtrate, and drying by suction filtration to obtain light yellow crystals, That is, the pure product of 2-methyl-1,4-naphthoquinone with a yield of 21.78%.

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PUM

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Abstract

The invention relates to a novel synthesis method of 2-methyl-1,4-naphthoquinone. The novel synthesis method comprises the steps: respectively dissolving a defined amount of 2-methylnaphthalene and metachloroperbenzoic acid in moderate glacial acetic acid to prepare solutions (1) and (2), dropwise adding the solution (2) in the solution (1) under the stirring, after reacting for a period of time at a certain temperature, extracting a reaction solution by using chloroform, washing an extraction solution with a saturated NaHCO3 solution and water, after anhydrous Na2SO4 is dried, performing reduced pressure distillation to prepare a crude product of the 2-methyl-1,4-naphthoquinone, and recrystalizing by using alcohol as a solvent to obtain a pure product of the 2-methyl-1,4-naphthoquinone. According to the novel synthesis method, the conversion rate of the 2-methylnaphthalene can reach 80 percent, and the yield of the 2-methyl-1,4-naphthoquinone can reach 31 percent. The method disclosed by the invention has the characteristics of short reaction time, mild conditions, and the like, and products are easily separated; and no any catalyst is used in the reaction, thus the energy consumption and the environment pollution can be reduced.

Description

technical field [0001] The invention relates to a new synthesis method of 2-methyl-1,4-naphthoquinone, which belongs to the field of chemical synthesis. Background technique [0002] 2-Methyl-1,4-naphthoquinone is a vitamin K 3 active ingredient, vitamin K deficiency 3 The coagulation time of the animal will be prolonged significantly, and when it is seriously lacking, a slight abrasion will cause bleeding and lead to death. In order to promote animal growth and prevent diseases in aquaculture and animal husbandry, hormones and antibiotics are often added to feed, resulting in animal vitamin K 3 lack of. Therefore, adding vitamin K to the feed 3 , to supplement vitamin K in animals 3 The content can effectively prevent and treat hemorrhagic diseases of livestock and poultry. In addition, 2-methyl-1,4-naphthoquinone induced by diaphorase can generate active O 2- , H 2 o 2 and OH - , thereby destroying catalase in tumor cells, producing cytotoxicity, inhibiting or de...

Claims

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Application Information

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IPC IPC(8): C07C50/10C07C46/04
CPCC07C46/04C07C50/10
Inventor 黑晓明刘金华魏明志张术栋赵超
Owner QILU UNIV OF TECH
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