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The preparation method of 2-propoxyl ethyl chloride

A technology of propoxyl chloroethane and n-propyl ether, which is applied in the field of preparation of 2-propoxyl chloroethane, can solve the problems of cumbersome process, low product yield and high price, and achieve simple process and high product yield. The effect of high efficiency and low production cost

Active Publication Date: 2018-02-02
SHANDONG KAISHENG NEW MATERIALS
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  • Description
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Problems solved by technology

Tong Guotong discloses a preparation method of the herbicide pretilachlor intermediate 2-propoxychloroethane in the patent CN200810061878.0. The method uses bis(trichloromethyl)carbonate as the chlorinating agent instead of chlorinated ethylene chloride. Chlorinating agents such as sulfone, phosphorus oxychloride, and hydrogen chloride, under organic solvent conditions, use organic amines as catalysts to synthesize 2-propoxychloroethane. Due to the addition of organic solvents, the product must be distilled and purified, resulting in product yields The production rate is low, the energy consumption is high, the product quality is unstable, and there are many process steps. At the same time, the price of bis(trichloromethyl)carbonate (triphosgene for short) is relatively high, which is not conducive to industrialization.
[0004] The traditional preparation method of 2-propoxychloroethane has problems such as low product yield, unstable quality, serious environmental pollution, cumbersome process and prominent safety hazards. Therefore, the development of efficient, safe and environmentally friendly 2-propoxychloroethane Ethane Production Process Gets Wide Attention

Method used

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  • The preparation method of 2-propoxyl ethyl chloride
  • The preparation method of 2-propoxyl ethyl chloride

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Take 100g of ethylene glycol mono-n-propyl ether, 0.1g of pyridine and 0.14g of N,N-dimethylformamide respectively and add them to a reaction vessel with a reflux condenser, and 125.65g of thionyl chloride (content 99.2%, sulfuryl chloride Content 0.1%) was added to the constant pressure dropping funnel, heated to 35°C, started stirring, and slowly added thionyl chloride dropwise to the reaction vessel, sulfur dioxide and hydrogen chloride gas were released during the reaction process, and the rate of addition of thionyl chloride was controlled to make the temperature of the reaction solution Keep at 50°C.

[0030] After the addition of thionyl chloride is completed, gradually raise the temperature to 90°C according to the reaction gas release rate until no gas is released, and continue to keep warm for 2 hours to obtain the crude product; after the crude product is cooled to 50°C, water is added to it for hydrolysis, and the water layer is separated and removed by stand...

Embodiment 2

[0032] Take 100g of ethylene glycol mono-n-propyl ether, 0.3g of pyridine and 0.55g of N,N-dimethylformamide into the reaction vessel with a reflux condenser, and 131.4g of thionyl chloride (content 99.0%, sulfuryl chloride Content 0.3%) was added into the constant pressure dropping funnel, heated to 40°C, started stirring, slowly added thionyl chloride dropwise to the reaction vessel, sulfur dioxide and hydrogen chloride gas were released during the reaction, and the rate of addition of thionyl chloride was controlled to make the temperature of the reaction solution Keep at 60°C.

[0033] After the thionyl chloride is added dropwise, gradually raise the temperature to 95°C according to the reaction gas release rate until no gas is released, and continue to keep warm for 3 hours to obtain the crude product; after the crude product is cooled to 40°C, water is added to it for hydrolysis, and the water layer is separated and removed by standing , the organic layer was neutralized...

Embodiment 3

[0035] Take 100g of ethylene glycol mono-n-propyl ether, 0.5g of pyridine and 1.15g of N,N-dimethylformamide into the reaction vessel with reflux condenser respectively, and 137.1g of thionyl chloride (content 98.3%, sulfuryl chloride Content 0.5%) was added into the constant pressure dropping funnel, heated to 45°C, started stirring, slowly added thionyl chloride dropwise to the reaction vessel, sulfur dioxide and hydrogen chloride gas were released during the reaction, and the rate of addition of thionyl chloride was controlled to make the temperature of the reaction solution maintained at 55°C.

[0036] After the dropwise addition of thionyl chloride, gradually raise the temperature to 100°C according to the reaction gas release rate until no gas is released, and continue to keep warm for 4 hours to obtain the crude product; after the crude product is cooled to 30°C, water is added to it for hydrolysis, and the water layer is separated and removed by standing , the organic ...

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Abstract

The invention belongs to the field of organic synthesis technology, and concretely relates to a preparation method of 1-(2-chloroethoxy)propane. Under the synergistic effect of a plurality of catalysts, 2-propoxyethanol and thionyl chloride are used as main raw materials, reaction rate is controlled by adding thionyl chloride drop by drop, heating and insulation are carried out, and a crude product is obtained; hydrolysis and neutralization are carried out, a mixture is permitted to stand for separation, and 1-(2-chloroethoxy)propane is obtained. Compared with prior art, the catalysts are cheap and easily available, the catalysis efficiency is higher, the process is simple with safety and reliability, the product yield is high, the quality is stable, the product content reaches above 99.0%, the yield is higher than 98.5%, the production cost is low, and the method is especially suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a preparation method of 2-propoxyethyl chloride. Background technique [0002] 2-Propoxyethyl chloride is one of the important raw materials for the preparation of the herbicide pretilachlor. As a low-toxicity, broad-spectrum and high-efficiency professional selective herbicide, it is widely used in the field of rice planting and has a broad market. The external demand is large. [0003] At present, the preparation of 2-propoxychloroethane mainly uses ethylene glycol mono-n-propyl ether as the starting material, and uses different chlorinating agents to chlorinate its hydroxyl group. Yang Jianping etc. (the synthetic method of 2-n-propoxyl ethyl chloride, Zhejiang chemical industry, 1999, the 30th volume, the 4th phase) are chlorination agent with ethylene glycol monopropyl ether and thionyl chloride, adopt composite catalyst, The content of the final prod...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/22C07C43/12
CPCC07C41/22C07C43/12
Inventor 马团芝王鑫海张泰铭李云龙田恒强王富生王志国
Owner SHANDONG KAISHENG NEW MATERIALS
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