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5-chloro-1-amylene synthesis method

A synthesis method and technology for pentene, applied in chemical instruments and methods, metal/metal oxide/metal hydroxide catalysts, organic chemistry, etc., can solve the problem of low reaction yield, 5-chloro-1-pentene synthesis Problems such as high cost, to avoid side reactions, high selectivity and high conversion rate

Active Publication Date: 2016-08-10
西安方昊化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, the low reaction yield also makes the synthesis cost of 5-chloro-1-pentene high

Method used

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Examples

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example 1

[0035] In a 2000ml four-necked flask equipped with a mechanical stirrer, a dropping funnel, a reflux condenser and a thermometer, 200g (2.33mol) of 4-penten-1-ol and 900g of pyridine were added. Under stirring, the temperature of the system was lowered to 0° C. with an ice-salt bath, and at this time, 238 g (2 mol) of thionyl chloride was added dropwise to the system with a dropping funnel. Control the dropping rate to ensure that the temperature of the material does not exceed 5°C. After the dropping, remove the ice-salt bath. The temperature was naturally raised to 10-30°C, and the reaction was stirred for 48 hours. When the temperature exceeds 30°C, cool it to below 30°C with an ice-salt bath. After the reaction, filter with a Buchner funnel, the filter cake is pyridine hydrochloride, and rinse the filter cake twice with 200ml acetone. Combine the filtrate and washings, pour into 1500ml of distilled water, let stand, and separate the lower oil layer. Continue to wash the...

example 2

[0037] In a 2000ml four-necked flask equipped with a mechanical stirrer, a dropping funnel, a reflux condenser and a thermometer, 200g (2.33mol) of 4-penten-1-ol and 700g of pyridine were added. Under stirring, the temperature of the system was lowered to 0° C. with an ice-salt bath, and at this time, 264 g (2.22 mol) of thionyl chloride was added dropwise to the system with a dropping funnel. Control the dropping rate to ensure that the temperature of the material does not exceed 5°C. After the dropping, remove the ice-salt bath. The temperature was naturally raised to 10-30°C, and the reaction was stirred for 24 hours. When the temperature exceeds 30°C, cool it to below 30°C with an ice-salt bath. After the reaction, filter with a Buchner funnel, the filter cake is pyridine hydrochloride, and rinse the filter cake twice with 200ml acetone. Combine the filtrate and washings, pour into 1500ml of distilled water, let stand, and separate the lower oil layer. Continue to wash ...

example 3

[0039]In a 2000ml four-necked flask equipped with a mechanical stirrer, a dropping funnel, a reflux condenser and a thermometer, 200g (2.33mol) of 4-penten-1-ol, 2g of bismuth trioxide and 700g of pyridine were added. Under stirring, the temperature of the system was lowered to 0° C. with an ice-salt bath, and at this time, 238 g (2 mol) of thionyl chloride was added dropwise to the system with a dropping funnel. Control the dropping rate to ensure that the temperature of the material does not exceed 5°C. After the dropping, remove the ice-salt bath. The temperature was naturally raised to 10-30°C, and the reaction was stirred for 72 hours. When the temperature exceeds 30°C, cool it to below 30°C with an ice-salt bath. After the reaction, filter with a Buchner funnel, the filter cake is catalyst and pyridine hydrochloride, and wash the filter cake twice with 200ml acetone. Combine the filtrate and washings, pour into 1500ml of distilled water, let stand, and separate the low...

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Abstract

The invention discloses a 5-chloro-1-amylene synthesis method .The method comprises the steps that excess 4-amylene-1-alcohol and thionyl chloride are used as reaction raw materials, pyridine is used as a solvent, chlorination is catalyzed through a catalyst at low temperature, and5-chloro-1-amylene is obtained with high yield .The purpose of avoiding side reactions is achieved by changing technological conditions, and finally high selectivity and the high conversation rate of the reaction is achieved; after reaction liquid is processed, the product with the content of 98% or above can be obtained through a simple distillation means .By adding bismuth trioxide as the catalyst for catalyzing the reaction, low-temperature reaction is achieved, and the reaction conversion rate can reach 95.22% to the highest degree .

Description

technical field [0001] The invention belongs to the improvement of the synthetic method of 5-chloro-1-pentene. Background technique [0002] 5-Chloro-1-pentene, the molecular formula is: [0003] [0004] 5-Chloro-1-pentene, the pure product is a colorless transparent liquid. Because its molecular structure is a straight-chain hydrocarbon with both double bonds and chlorine atoms, it has the properties of both olefins and halogenated hydrocarbons, so it has broad application prospects as an organic synthesis intermediate. [0005] At present, 5-bromo-1-pentene, which has similar chemical properties, is used in most organic synthesis to participate in the reaction. However, the preparation of 5-bromo-1-pentene is difficult, the product content is low, and the price is extremely expensive. US Pat. No. 5,563,230 uses 1,5-dibromopentane as a substrate to prepare 5-bromo-1-pentene by eliminating bromine at one end thereof. The chemical reaction formula is as follows: [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/16C07C21/04B01J23/18
CPCB01J23/18C07C17/16C07C21/04
Inventor 邹从伟周芬戴久坤
Owner 西安方昊化工有限公司
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