Method for synthesizing 1,4-dioxane-2-ketone by ethylene glycol

A technology of dioxane and ethylene glycol, applied in organic chemistry and other directions, can solve the problems of low industrial feasibility, large solvent usage, unfriendly environment, etc., and achieves strong industrial feasibility, simplified synthesis process, Avoiding the effect of ester by-products

Inactive Publication Date: 2013-06-05
NANTONG FINC PHARMA CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The defect that this preparation process exists is: many steps, solvent usage is big, and no solvent recovery, use a large amount of solvents such as acetone methanol, no recovery process, and then not friendly to environment, longer reaction time, industrial feasibility is not high, so When methanol is used as the reaction medium, a large amount of ester by-products will be generated

Method used

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  • Method for synthesizing 1,4-dioxane-2-ketone by ethylene glycol
  • Method for synthesizing 1,4-dioxane-2-ketone by ethylene glycol
  • Method for synthesizing 1,4-dioxane-2-ketone by ethylene glycol

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Embodiment 1

[0020] Example 1: Combining Figure 5 , the present invention synthesizes 1,4-dioxane-2-ketone with ethylene glycol, and saves the refining process of β-hydroxyethoxy sodium acetate, namely saves image 3 The purification steps shown. The process is as follows.

[0021] In the first step, add 10g of sodium hydroxide to a four-necked flask filled with 100ml of xylene and 50ml of ethylene glycol, slowly raise the temperature to 70°C~80°C, stir and dissolve into a light yellow liquid, and continue to heat up to 126°C~ 128°C, azeotropic distillation, reaction for 12h, the color of the solution changes as follows: colorless-light yellow-yellow-yellow brown. After the reaction is over, let the layers stand and pour out the supernatant, which is a mixture of ethylene glycol and xylene, and apply mechanically in the next cycle, such as figure 1 shown.

[0022] In the second step, add 50ml of ethylene glycol to the remaining solid in the first step reaction (a mixture of monosodium...

Embodiment 2

[0025] Embodiment 2: The present invention uses ethylene glycol to synthesize 1,4-dioxane-2-one, which saves the refining process of β-hydroxyethoxy sodium acetate, and the process is as follows.

[0026] In the first step, add 10g of sodium hydroxide to a four-necked flask filled with 100ml of toluene and 60ml of ethylene glycol, slowly heat up to 70°C-80°C, stir and dissolve into a light yellow liquid, and continue to heat up to 124°C-126°C °C, azeotropic distillation, reaction for 10h, the color of the solution changes as follows: colorless-light yellow-yellow-yellow brown. After the reaction finishes, let stand to separate layers, pour out the supernatant liquid, be the mixture of ethylene glycol and toluene, use mechanically and mechanically in the next cycle, such as figure 1 shown.

[0027] In the second step, add 50ml of ethylene glycol to the remaining solid in the first step reaction (a mixture of monosodium ethylene glycol and a small amount of ethylene glycol), sl...

Embodiment 3

[0030] Embodiment 3: The present invention uses ethylene glycol to synthesize 1,4-dioxane-2-one, which saves the refining process of β-hydroxyethoxy sodium acetate, and the process is as follows.

[0031] In the first step, add 10g of sodium hydroxide to a four-neck flask containing 100ml of benzene and 70ml of ethylene glycol, slowly heat up to 70°C-80°C, stir and dissolve into a light yellow liquid, and continue to heat up to 120°C-122 °C, azeotropic distillation, reaction for 8 hours, the color of the solution changes as follows: colorless-light yellow-yellow-tan. After the reaction finishes, let stand to separate layers, pour out the supernatant liquid, be the mixture of ethylene glycol and benzene, apply mechanically in the next cycle, such as figure 1 shown.

[0032] In the second step, add 50ml of ethylene glycol to the remaining solid in the first step reaction (a mixture of monosodium ethylene glycol and a small amount of ethylene glycol), slowly raise the temperatur...

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Abstract

The invention discloses a method for synthesizing 1,4-dioxane-2-ketone by ethylene glycol. The method comprises the following steps of: 1, synthesis of ethylene glycol monosodium: mixing a dehydrating agent, ethylene glycol and sodium hydroxide for reaction, cooling down the mixed solution to the room temperature after reaction, standing the mixed solution for demixing to obtain upper-layer liquid, and directly using the upper-layer liquid in the next reaction, wherein the ethylene glycol mixed in the lower-layer ethylene glycol monosodium is unnecessarily separated; 2, synthesis of beta-hydroxyethoxy sodium acetate: mixing ethylene glycol, sodium monochloroacetate and ethylene glycol monosodium for reaction, adding sulfolane to the mixed solution after reaction, recovering ethylene glycol by vacuum distillation, cooling down the mixed solution, then adding acetone to the mixed solution, and obtaining a coarse product of beta-hydroxyethoxy sodium acetate; and 3, synthesis of 1,4-dioxane-2-ketone by ethylene glycol: adding beta-hydroxyethoxy sodium acetate to an oxygen heterocycle containing solvent, slowly adding concentrated sulfuric acid to the mixed solution dropwise when the mixed solution is stirred, and obtaining the finished product of 1,4-dioxane-2-ketone by ethylene glycol. The method takes ethylene glycol as a synthetic raw material, the products are easily separated, and the selectivity is high; and the solvents used in the reaction can be recovered in high efficiency for reutilization, so that the method is environment friendly.

Description

technical field [0001] The invention belongs to the technique of synthesizing 1,4-dioxane-2-one, in particular a method for synthesizing 1,4-dioxane-2-one with ethylene glycol. Background technique [0002] 1,4-Dioxane-2-one, as a new monomer of biodegradable materials, plays an important role in the fields of medicine, materials science, and commodity chemistry. The existing method for synthesizing this compound mainly uses diethylene glycol as a raw material, and is prepared by a dehydrogenation reaction under the catalysis of a metal catalyst. The use of a metal catalyst and high-temperature reaction make the reaction process have many disadvantages, such as poor selectivity, side effects There are many reactions, the catalyst cannot be recovered, the separation of products is difficult, and the environment is seriously polluted. The use of chlorine-containing organic acid and high-temperature reaction in the reaction process can easily lead to the cracking of the reacti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D319/12
Inventor 王宏彬蔡春王奎
Owner NANTONG FINC PHARMA CHEM
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