Preparation process of epoxy compound

A technology of epoxy compound and preparation process, applied in the direction of organic chemistry, etc., can solve the problems of amplifying safety hazards, unfavorable scale production, and difficulty in realizing scale production.

Inactive Publication Date: 2014-07-02
CHEN STONE GUANGZHOU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] Method 1 involves the use of chlorine gas, which is a toxic gas, flammable and highly corrosive, which brings great safety hazards to production; and produces a large amount of industrial waste
[0011] The second method has a large amount of solids generated during the reaction, which is difficult to operate and is not conducive to scale-up production
[0012] The third method uses organic peroxygen compounds. Organic peroxygen compounds are flammable and explosive compounds. There are potential safety hazards in the scale-up production
[0013] The fourth method is to use hydrogen peroxide, which is a strong oxidizing agent, and there is still a danger of explosion when mixed with flammable liquids
and use expensive metal catalysts
[0014] Although these methods can produce epoxy compounds, there are inevitable safety hazards in the scale-up production or it is difficult to realize the scale-up production.

Method used

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  • Preparation process of epoxy compound
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  • Preparation process of epoxy compound

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[0030] A preparation process of an epoxy compound comprises the steps of: reacting an olefin with a halogenating agent in water or a mixed solvent, and then treating with an alkali to obtain an epoxy compound.

[0031] The structural formula of described olefin is as follows:

[0032] ;

[0033] Among them, R 1 or R 2 It is hydrogen or an alkyl group or an aryl group or an alkyl group with a substituent group or an aryl group with a substituent group, and the substituent group is selected from an ether bond, an amide, an ester group, and a mercapto group.

[0034] The mixed solvent is made of water and an organic solvent; the organic solvent is acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, dioxane, methanol, ethanol, isopropanol, acetone, methyl ethyl ketone, ether , isopropyl ether, n-butyl ether, methyl tert-butyl ether; preferred mixed solvent is water / acetonitrile mixed solvent.

[0035] The mass of the water or the mixed solvent is 1-20 times the ma...

Embodiment 1

[0043] Add 50 L of water, 5.0 kg of 4,7-dihydro-2,2-dimethyl-1,3-dioxep-5-ene, and 7.6 kg of NBS into the reaction kettle, and stir for 60 minutes. Add 9.6 kg of 50% sodium hydroxide solution dropwise. After the dropwise addition was completed, the mixture was stirred for 1 hour, and then extracted with ethyl acetate. The organic phase was distilled under reduced pressure to obtain 4.1 kg of the product 4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]octane (purity greater than 97%), with a yield of 75.6%.

Embodiment 2

[0045] Add 20 L of water, 2.5 kg of styrene and 4.7 kg of NBS into the reaction kettle and stir for 30 minutes. Add 5.3 kg of 50% sodium hydroxide solution dropwise, and stir for 1 hour after the addition is completed. Extract with dichloromethane, and distill the organic phase under reduced pressure to obtain 2.0 kg of phenyloxirane (purity greater than 98%), with a yield of 90.1%.

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Abstract

The invention discloses a preparation process of an epoxy compound. The preparation process comprises the steps of enabling alkene to react with a halogenating agent in water or a mixed solvent, and performing alkali treatment to obtain the epoxy compound. The epoxy compound can be prepared through a one-pot method by preparing halogenated alcohol through reaction between a halogenating reagent containing NBS and alkene and then enabling the halogenated alcohol to react with alkali without the separation of intermediates. The preparation process disclosed by the invention avoids highly-toxic and high-explosive reagents applied to a conventional process method, so that the production of the epoxy compound can be safely amplified.

Description

technical field [0001] The invention relates to a preparation process of an epoxy compound. Background technique [0002] At present, there are several methods for synthesizing epoxy compounds as follows. The first method is the chlorohydrin method, in which chlorine gas is reacted with water to obtain hypochlorous acid, then olefins are reacted with hypochlorous acid to obtain chlorohydrin, and then reacted with alkali to generate epoxy compounds (CN 103058142 A). [0003] [0004] The second method uses calcium hypochlorite. Calcium hypochlorite and carbon dioxide react with olefins under certain conditions to obtain epoxy compounds (US4341756). [0005] [0006] The third method is the organic peroxy compound oxidation method. The epoxy compound (US4284565A) is obtained by reacting an organic peroxy compound with an olefin under certain conditions. [0007] [0008] The fourth method uses hydrogen peroxide to react with olefins in the presence of metal cataly...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/04C07D303/06C07D301/26C07D491/044C07D493/04
CPCC07D301/26C07D303/04C07D491/044C07D493/04
Inventor 郎丰睿戴洪果龙翔天王娟
Owner CHEN STONE GUANGZHOU CO LTD
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