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Preparation method of 2-(4-oxethyl phenyl)-2-methyl propanol

An ethoxyphenyl, methyl propanol technology, applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry and other directions, can solve the problems of complex hydrolysis products, low dechlorination yield and high requirements, and achieves Reduced risk, environmentally friendly, process-reasonable effect

Inactive Publication Date: 2013-12-25
LIANYUNGANG GUOSHENG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] The currently reported synthesis method, through literature review and experimental route verification, found that route 1) uses lithium aluminum hydride (LiAlH4) for reduction, and lithium aluminum hydride (LiAlH4) cannot be used in industrial production; route 2) synthesis of butylene oxide is difficult, and the The Grignard reaction requires high requirements; route 3) the separation of chlorinated products is difficult, and the hydrolyzed products are complicated, and the pressure reactor is used for hydrolysis; route 4) the Grignard reaction requires high requirements and the dechlorination yield is not high, which is unfavorable for process control and cost control

Method used

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  • Preparation method of 2-(4-oxethyl phenyl)-2-methyl propanol
  • Preparation method of 2-(4-oxethyl phenyl)-2-methyl propanol

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Example 1, a preparation method of 2-(4-ethoxyphenyl)-2-methylpropanol, using borohydride / metal salt mixed system as reducing agent for 2-(4-ethoxybenzene base)-2-methylpropanoic acid methyl ester is reduced to obtain 2-(4-ethoxyphenyl)-2-methylpropanol;

[0038] The specific restoration method is as follows:

[0039] Take 1 mole of ester and dissolve it in 300-600ml of alcohol solvent, or in a mixed solvent composed of alcohol solvent and water or ether solvent, the alcohol solvent is methanol or ethanol, and the ether solvent is selected from tetrahydrofuran, 2- Methyl tetrahydrofuran, dioxane, diethyl ether, isopropyl ether or methyl tert-butyl ether; the esters described are:

[0040]

[0041] Raise the temperature to 30°C; add borohydride and metal salt, the molar ratio of borohydride, metal salt to substrate is 1.5:0.5:1; continue to keep warm for 3 hours; stir and add hydrochloric acid dropwise until the pH of the reaction material is 7 -8, then add 200-500m...

Embodiment 2

[0043] Embodiment 2, a kind of preparation method of 2-(4-ethoxyphenyl)-2-methyl propanol, use borohydride / metal salt mixed system as reducing agent pair 2-(4-ethoxybenzene base)-2-methylpropanoic acid methyl ester is reduced to obtain 2-(4-ethoxyphenyl)-2-methylpropanol;

[0044] The specific restoration method is as follows:

[0045] Take 1 mole of ester and dissolve it in 300-600ml of alcohol solvent, or in a mixed solvent composed of alcohol solvent and water or ether solvent, the alcohol solvent is methanol or ethanol, and the ether solvent is selected from tetrahydrofuran, 2- Methyl tetrahydrofuran, dioxane, diethyl ether, isopropyl ether or methyl tert-butyl ether; the esters described are:

[0046]

[0047] Raise the temperature to 85°C; add borohydride and metal salt, the molar ratio of borohydride, metal salt and substrate is 4.0: 2.0:1; continue to keep warm for 8 hours; stir and add hydrochloric acid dropwise until the pH of the reaction material is 7 -8, then...

Embodiment 3

[0049] Example 3, a preparation method of 2-(4-ethoxyphenyl)-2-methylpropanol, using borohydride / metal salt mixed system as reducing agent for 2-(4-ethoxybenzene base)-2-methylpropanoic acid methyl ester is reduced to obtain 2-(4-ethoxyphenyl)-2-methylpropanol;

[0050] The specific restoration method is as follows:

[0051] Take 1 mole of ester and dissolve it in 300-600ml of alcohol solvent, or in a mixed solvent composed of alcohol solvent and water or ether solvent, the alcohol solvent is methanol or ethanol, and the ether solvent is selected from tetrahydrofuran, 2- Methyl tetrahydrofuran, dioxane, diethyl ether, isopropyl ether or methyl tert-butyl ether; the esters described are:

[0052]

[0053] Raise the temperature to 60-70°C; add borohydride and metal salt, the molar ratio of borohydride, metal salt to substrate is 2.0:1.2:1; continue to keep warm for 5-6 hours; stir and add hydrochloric acid dropwise to the reaction mass The pH value is 7-8, then add 200-500m...

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Abstract

The invention provides a preparation method of 2-(4-oxethyl phenyl)-2-methyl propanol. The preparation method comprises the following steps of (1) dissolving 2-(4-oxethyl phenyl)-2-methyl ethyl propanoate in an ethyl alcohol solvent, and adding potassium borohydrate and lithium chloride; after ending reaction, dropwise adding hydrochloric acid, adding water, recovering the solvent under reduced pressure, extracting by using dichloromethane, drying an organic phase by using sodium sulphate anhydrous, and carrying out vacuum concentration, thus obtaining the 2-(4-oxethyl phenyl)-2-methyl propanol. The preparation method has the advantages that the dangerousness is reduced, and the process is relatively reasonable, simple and convenient. The 2-(4-oxethyl phenyl)-2-methyl propanol is low in cost, high in quality, environment-friendly and is suitable for industrial production. The reaction total yield can reach above 80% by the 2-(4-oxethyl phenyl)-2-methyl ethyl propanoate, and the content of the product reaches 98%.

Description

technical field [0001] The invention relates to a preparation method of a pesticide intermediate, in particular to a preparation method of 2-(4-ethoxyphenyl)-2-methylpropanol. Background technique [0002] 2-(4-Ethoxybenzene)-2-methylpropanol is the synthetic raw material of Etofenprox, Etofenprox (common name: etofenprox, trade name: Trebon) Lilaiduo and Yifenning are high-efficiency pyrethroid insecticides discovered by Mitsui Toatsu Chemicals Inc. in Japan in the early 1980s. They have a wide insecticidal spectrum, high insecticidal activity, and knock down It is fast, long-lasting, and safe for crops. It is used to control Lepidoptera, Hemiptera, Diptera and Isoptera pests, such as brown planthopper, white-backed planthopper, black-tailed leafhopper, cotton bollworm, Pink bollworm, green peach aphid, melon aphid, whitefly, cabbage caterpillar, tea caterpillar, tea ruler, tea thorn moth, peach and pear small borer, citrus leaf miner, tobacco armyworm, diamondback moth, c...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/26
CPCC07C41/26
Inventor 张鑫周土林汤惠青徐晨
Owner LIANYUNGANG GUOSHENG CHEM
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