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Preparation method for 2-(4-phenoxy phenoxy)ethanol

A technology of phenoxyphenoxy and p-phenoxyphenol, which is applied in the field of preparation of 2-ethanol, can solve the problems of complicated operation, low product yield, high material toxicity, etc., and achieve easy industrial implementation and high product yield High, stable quality results

Active Publication Date: 2011-09-14
上海邦高化学有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] According to the above-mentioned reports (documents 1, 2, 3, 4), there are many disadvantages in the existing preparation technology of this product: 1. the synthesis route is long, and the operation is complicated (need condensation and reduction two-step reaction process and extraction, washing, distillation, drying, etc. Multiple post-processing operations) 2. The materials used are highly toxic and unsafe (such as acetone, pyridine, ether, lithium aluminum hydride, dichloromethane, etc.) 3. The product yield is low (although documents 3 and 4 have adopted the condensation one-step method , but its preparation process is complicated, and the product yield is only 58.3%)
The above laboratory preparation techniques are difficult to implement industrially

Method used

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  • Preparation method for 2-(4-phenoxy phenoxy)ethanol
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  • Preparation method for 2-(4-phenoxy phenoxy)ethanol

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Embodiment 1

[0030] Such as figure 1 Shown, a kind of preparation method of 2-(4-phenoxyphenoxy)ethanol, the method comprises the steps:

[0031] (1) Ethoxylation reaction

[0032] Add 663g (3.56mol) of melted p-phenoxyphenol and 6g (0.107mol) of potassium hydroxide into a 2L stainless steel autoclave; then depressurize (-0.09mPa) and heat (80-90°C) for 40 minutes to remove Moisture contained in the material; decompress and replace the air in the reactor with nitrogen; gradually add 171g (3.89mol) ethylene oxide with nitrogen pressure to carry out ethoxylation reaction, control the reaction temperature to 85 ± 5 ° C, the reactor The pressure does not exceed 0.4mPa. After the addition of ethylene oxide was completed, the pressure in the kettle was reduced to 0, and then the heat preservation reaction was carried out for 30 minutes. Then the temperature in the kettle was lowered to 75-80° C., and the material was discharged to obtain 823 g of crude product. The purity of the crude produc...

Embodiment 2

[0036] A preparation method of 2-(4-phenoxyphenoxy)ethanol, the method may further comprise the steps:

[0037] (1) Add the melted p-phenoxyphenol (the purity of p-phenoxyphenol ≥ 99%) into the reactor;

[0038] (2) Vacuumize the material in the reactor to below -0.09mPa, heat at 80°C to 90°C for 30 minutes, and remove the contained water;

[0039] (3) Cool the contents of the reactor to 60° C. with cooling water, add triethylamine to the reactor, and the molar ratio of triethylamine to p-phenoxyphenol is 0.02:1;

[0040] (4) Negative pressure in the reaction kettle is made after vacuuming, and then filled with nitrogen to a pressure of 0, so replaced 3 times, and the pressure in the kettle is 0;

[0041] (5) Under a nitrogen atmosphere, ethylene oxide (ethylene oxide purity ≥ 99%) is gradually added to the reactor, the controlled reaction temperature is 85-105°C, and the pressure in the reactor is kept within the range of 0.3-0.5mPa. The molar ratio of oxyethane and p-pheno...

Embodiment 3

[0048] A preparation method of 2-(4-phenoxyphenoxy)ethanol, the method may further comprise the steps:

[0049] (1) Add the melted p-phenoxyphenol into the reactor, and add sodium methylate at the same time, the molar ratio of sodium methylate to p-phenoxyphenol is 0.04:1;

[0050] (2) Vacuumize the material in the reactor to below -0.09mPa, and heat it at 80°C to 90°C for 40 minutes to remove the contained water;

[0051] (3) Negative pressure in the reaction kettle is made after vacuuming, and then filled with nitrogen to a pressure of 0, so replaced 3 times, and the pressure in the kettle is 0;

[0052] (4) Under a nitrogen atmosphere, gradually add ethylene oxide to the reactor, control the reaction temperature to be 85-105°C, keep the pressure in the reactor in the range of 0.3-0.5mPa, the ratio of ethylene oxide and p-phenoxyphenol The molar ratio is 1.2:1;

[0053] (5) After the addition of ethylene oxide, maintain the reaction temperature, reduce the pressure in the ...

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Abstract

The invention relates to a preparation method for 2-(4-phenoxy phenoxy)ethanol. The preparation method comprises the following steps of: performing ethoxylation reaction on paraphenoxy phenol and oxacyclopropane serving as raw materials under the action of an alkaline catalyst to obtain a crude product; and performing aftertreatment processes of recrystallizing, washing, drying and the like to obtain the high-quality 2-(4-phenoxy phenoxy)ethanol product. Compared with the prior art, the preparation method has the advantages of simple process, suitability for industrialization, high yield and stable quality of the product, environmental friendliness and the like.

Description

technical field [0001] The invention relates to the ethoxylation reaction of phenol derivatives, belongs to the technical category of organic synthesis and fine chemical industry, and specifically relates to a preparation method of 2-(4-phenoxyphenoxy)ethanol. Background technique [0002] William et al. reported the preparation of 2-(4-phenoxyphenoxy)ethanol and the further synthesis of pyrazole juvenile hormone imitations using it as a raw material (document 1: William S. Bowers, Tucson, Ariz.; Takeyoshi Sugiyama, Sendai, Japan. PYRAZOLE-CONTAINING JUVENILEHORMONE MIMICS FOR PEST CONTROL, COMPOSITIONS AND USE. USP4,943,586. (Published on Jul.24, 1990)). In this preparation technique, p-phenoxyphenol is used to react with ethyl bromoacetate in an acetone solution containing potassium carbonate and tetrabutylammonium iodide, and then the residual ethyl bromoacetate is treated with a small amount of pyridine, The reaction was extracted with ether. The extract was washed wit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/295C07C41/03
Inventor 车飞张景清李波林
Owner 上海邦高化学有限公司
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