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Method for preparing dodecyl methyl sulfoxide

A technology of n-dodecyl methyl sulfoxide and dodecyl methyl sulfide, applied in the field of n-dodecyl methyl sulfoxide preparation technology, can solve the problem of damage, unsuitability for industrialization, periodic acid Sodium oxidation is strong and other problems, and the oxidation selectivity is good, the reaction is easy to control, and the oxidation selectivity is high.

Inactive Publication Date: 2016-02-03
阮建兵
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Methyl iodide has damaging effects on the central nervous system and peripheral nerves, has a stimulating effect on the skin and mucous membranes, is a moderately toxic chemical, and is expensive, so it is not suitable for industrialization; sodium periodate has strong oxidizing properties, poor selection, and is easy to Excessive oxidation of sulfides to sulfones
The above shortcomings determine that the existing technical route is not suitable for industrialization

Method used

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  • Method for preparing dodecyl methyl sulfoxide
  • Method for preparing dodecyl methyl sulfoxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Reaction dosage: 40ml of dimethyl carbonate, 14g of potassium carbonate, 10g of dodecanethiol, 1 tablet of iodine, react in an oil bath at 95°C, and observe the reaction solution that has reacted for 8 hours by spotting the plate, which proves that the reaction has been completed.

[0041] After the reaction, filter with suction, rinse and dissolve with ethyl acetate, wash with saturated brine twice, then dry with anhydrous sodium sulfate, and concentrate by rotation (at a temperature of about 30 degrees) until no ethyl acetate drips out. The crude weight of the reaction solution is 3.35g, and 12.07g of hydrogen peroxide and 20ml of tetrahydrofuran are added in a ratio of 1:4 based on mass as the unit of conversion. The reaction temperature has been maintained at around 0-2 degrees. During this period, take a small amount of reaction solution in two test tubes, one is reacted with a small amount of sodium periodate, and the other is reacted with concentrated sulfuric aci...

Embodiment 2

[0044] Reaction dosage: 80ml of dimethyl carbonate, 28.02g of potassium carbonate, 20.12g of dodecyl mercaptan, 0.12g of potassium iodide, reacted in an oil bath at 95°C, and finally the reaction was basically completed by spotting plate observation. After processing and concentrating in the same way as the first batch, the sample solution was divided into three parts, as follows:

[0045] (1) React with 5.75g of reaction solution + 20ml of acetic acid + 20.72g of hydrogen peroxide, and a white solid appears after the reaction.

[0046](2) React 7.5g of reaction solution + 20ml of tetrahydrofuran + 27.03g of hydrogen peroxide + 0.5ml of concentrated sulfuric acid to react. After the reaction, let it stand still, and a needle-shaped white solid appears. Drying, the current preliminary weighing product is about 8g.

[0047] (3) React 4.01g of reaction solution + 20ml of tetrahydrofuran + 14.45g of hydrogen peroxide + 0.5g of phosphomolybdic acid for reaction. After the reaction...

Embodiment 3

[0049] Reaction dosage: 40ml of dimethyl carbonate, 21.02g of potassium carbonate, 10.24g of dodecyl mercaptan, 0.19g of potassium iodide, reacted in an oil bath at 95°C, and added 20ml of dimethyl carbonate and 9.98g of potassium carbonate after a period of reaction. For the reaction, after a period of reaction, the raw materials were still left by spotting plate observation, and 20ml of dimethyl carbonate was added for reaction, and finally the reaction was basically completed by spotting plate observation. According to the same method as in Example 1, after concentration and standing still, needle-shaped solids appeared.

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Abstract

The invention relates to a method for preparing dodecyl methyl sulfoxide. The method comprises two parts namely chemical synthesis as well as separation and purification of dodecyl methyl sulfoxide: performing single methylation on n-dodecanethiol through a methylation reagent, and performing selective oxidation on the intermediate product n-dodecyl methyl sulfide through an oxidizing agent to obtain dodecyl methyl sulfoxide; performing methylation reaction on n-dodecanethiol, performing preliminary purification on n-dodecanethiol, performing suction filtration to remove solid potassium carbonate, extracting the filtrate through ethyl acetate, adjusting the pH to be neutral, adding saturate saline solution to wash an organic phase, adopting anhydrous sodium sulfate or anhydrous magnesium sulfate for water absorption and drying, performing suction filtration to remove solid, and performing distillation to remove ethyl acetate so as to obtain a n-dodecyl methyl sulfide crude product. According to the invention, the methylation reagent which is environment-friendly, low in price and toxicity is selected to replace iodomethane, the oxidizing agent which is environment-friendly and excellent in oxidation selectivity for n-dodecyl methyl sulfide is selected to replace sodium periodate, and the technological conditions are controlled and researched, so that the method for preparing dodecyl methyl sulfoxide is environment-friendly.

Description

【Technical field】 [0001] The invention relates to the technical field of n-dodecylmethyl sulfoxide preparation technology, in particular to a method for preparing n-dodecyl methyl sulfoxide. 【Background technique】 [0002] N-dodecyl methyl sulfoxide is an odorless and low-toxic alkyl methyl sulfoxide with the smallest molecular weight, and has shown high application value in the fields of chemical synthesis, pharmaceutical preparations and surfactants. The preparation method that has been reported so far is only Japanese researcher ManabuNode using methyl iodide as a methylation reagent, after methylating n-dodecanethiol, and then using sodium periodate as an oxidant to oxidize it to obtain the target product. Methyl iodide is expensive, has a special odor, and has certain toxicity to the human body; sodium periodate is easy to over-oxidize the product into sulfone substances, and introduces impurities into the reaction system. [0003] Thioether oxidation is the most direc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C315/02C07C317/04
Inventor 阮建兵金学平
Owner 阮建兵
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