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Preparation method of bis(4-chlorobutyl) ether

A technology for chlorobutyl and dichlorobutane, which is applied in the field of chemical preparation, can solve the problems of troublesome treatment of three wastes, high catalyst price, low product yield, etc., and achieves low cost, control of side reactions, yield and purity. high effect

Pending Publication Date: 2022-02-01
NANTONG BAOKAI CHEM
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0003] Bis(4-chlorobutyl) ether is traditionally prepared by reacting tetrahydrofuran with a metal halide catalyst, but the product yield is relatively low, and the by-product 1,4-dichlorobutane can reach a conversion rate of up to 88%, and the metal halide The price of the catalyst is relatively high, and the treatment of the three wastes is troublesome, so it is not suitable for industrial production

Method used

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  • Preparation method of bis(4-chlorobutyl) ether

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Embodiment

[0025] A kind of preparation method of two (4-chlorobutyl) ethers, comprises the steps:

[0026] Step 1. Slowly add the chlorinating agent to tetrahydrofuran under low temperature and stirring; control the temperature and add concentrated sulfuric acid dropwise; wherein, the chlorinating agent refers to: thionyl chloride, sulfuryl chloride, phosphorus oxychloride, benzene One of formyl chloride and phosphorus trichloride, especially thionyl chloride or phosphorus oxychloride; the low temperature when adding chlorinating agent is -20~0°C; when adding concentrated sulfuric acid, the temperature is controlled at 0-15°C ; The molar ratio of tetrahydrofuran to chlorinating agent available chlorine is 1:1-1.5; the molar ratio of tetrahydrofuran to concentrated sulfuric acid is 4-6:1.

[0027] Step 2. Add the solvent in the other one in advance. After rising to a certain temperature, start to drop the mixed solution prepared in step 1, and control the temperature during the dropping ...

specific Embodiment 1

[0031] A kind of preparation method of two (4-chlorobutyl) ethers, comprises the steps:

[0032] Step 1. In a 1L three-necked flask, add 180.3g of dried tetrahydrofuran and start stirring. Under ice bath, add 126.5g of phosphorus oxychloride dropwise; cool to 10-15°C, add 46g of concentrated sulfuric acid dropwise, and control the temperature. over 20°C;

[0033] Step 2. Add 400g of 1,4-dichlorobutane into another 2L three-necked bottle, raise the internal temperature to 70°C, add the mixed solution prepared in steps 1 and 2 dropwise, and control the internal temperature at 70-90°C; After adding the mixed solution, lower the temperature to 70°C, add 300g of water, and continue to reflux for 30 minutes;

[0034] Step 3: Azeotropic distillation at atmospheric pressure to remove unreacted tetrahydrofuran and a small amount of by-product 1,4-dichlorobutane formed, with a boiling point of 161-163°C, steaming to a steam temperature of 99-100°C to stop; cooling to room temperature, ...

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Abstract

The invention discloses a preparation method of bis(4-chlorobutyl) ether, which comprises the following steps: preparing a mixed solution of tetrahydrofuran, a chlorinating agent and concentrated sulfuric acid at low temperature, dropwise adding the prepared mixed solution into a solvent for reaction under the condition of temperature control, distilling to remove unreacted tetrahydrofuran and a small amount of by-products after the reaction is completed, cooling to room temperature, adding water, separating out an organic layer, continuously extracting a water layer with the solvent, combining organic phases, sequentially washing with sodium bicarbonate and a saturated saline solution, drying, evaporating the solvent, and carrying out reduced pressure distillation on residual liquid to obtain a finished product. The method can effectively control side reactions, and is high in product yield and purity and low in cost.

Description

technical field [0001] The invention belongs to the field of preparation of chemical products, in particular to a preparation method of bis(4-chlorobutyl) ether. Background technique [0002] Long-chain dicarboxylic acid is an important intermediate in the synthesis of preventive and therapeutic drugs, such as drugs for the treatment of cardiovascular disease, histone deacetylase inhibitors for the treatment or prevention of HIV infection, and drugs for the treatment of liver cancer and cholangiocarcinoma. The chain top of bis(4-chlorobutyl) ether contains 2 chlorines, which can easily synthesize the required carboxylic acid, and has great application prospects in the field of medicine. [0003] Bis(4-chlorobutyl) ether is traditionally prepared by reacting tetrahydrofuran with a metal halide catalyst, but the product yield is relatively low, and the by-product 1,4-dichlorobutane can reach a conversion rate of up to 88%, and the metal halide The price of the catalyst is rel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/14C07C43/12
CPCC07C41/14C07C43/123
Inventor 张林林郭英杰茅嘉龙邹学明朱锐
Owner NANTONG BAOKAI CHEM
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