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Fenvalerate preparing process

A technology of fenvalerate and sodium cyanide, applied in the field of fenvalerate pesticides, can solve the problems of complicated operation, many steps, low product purity and the like, and achieve the effects of easy control of reaction, mild reaction conditions and high product purity

Inactive Publication Date: 2005-04-27
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In the above-mentioned preparation method of fenvalerate, method (1) has more reaction steps, and is mainly used to prepare optically active fenvalerate; although method (2) has fewer reaction steps, many side reactions lead to reaction yield. The yield is low and the product purity is low, and the product color is dark; Method (3) is to generate cyanohydrin by 3-phenoxybenzaldehyde earlier, then use 2-(4-chlorophenyl)-3-methylbutyryl chloride to acylate , the steps are many, the total yield is low, the operation is complicated, and the more prominent shortcoming is that cyanohydrin is easy to decompose, and emits highly toxic hydrocyanic acid gas (HCN), so the reaction conditions and preservation of cyanohydrin are very harsh; method (4) The raw material α-cyano group-3-phenoxybenzyl bromide synthesis difficulty, so the cost of industrial production is bigger; Method (5) is that the first step reaction time is long, and operation is numerous and diverse, and total yield is low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] The preparation method of 2-(4-chlorophenyl)-3-methylbutyryl chloride: add 0.47mol 2-(4-chlorophenyl)-3-methylbutyric acid to a round bottom flask with an electromagnetic stirrer With 0.52mol thionyl chloride and 2 drops of N,N-dimethylformamide, stir at 20°C for 4 hours, and then remove excess thionyl chloride with a water pump. The obtained acid chloride is directly used after being dissolved in toluene or cyclohexane.

[0018] The preparation method of fenvalerate: in a three-necked reaction flask, add 98.5% 3-phenoxybenzaldehyde (24.73g), 97% sodium cyanide (6.06g), water and toluene to dissolve, add catalyst amount of three Ethylamine. Under stirring, a toluene solution of 2-(4-chlorophenyl)-3-methylbutyryl chloride (0.104 mmol) was added. The reaction was carried out overnight at room temperature. After the reaction was completed, the liquid was separated and the solvent was evaporated to obtain the original drug of fenvalerate with a content of 96.0% and a yiel...

Embodiment 2

[0020] In a three-necked reaction flask, add 98.5% 3-phenoxybenzaldehyde (24.73g), 97% sodium cyanide (6.06g), water, cyclohexane and a catalytic amount of triethylamine. Under stirring, a cyclohexane solution of 2-(4-chlorophenyl)-3-methylbutyryl chloride (0.104 mmol) (prepared in Example 1) was added. The reaction was carried out overnight at room temperature. After the reaction was completed, the liquid was separated and the solvent was evaporated to obtain the original drug of fenvalerate with a content of 97.3% and a yield of 99.4%.

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PUM

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Abstract

The fenvalerate preparing process with triethylamine as catalyst includes the reaction between 2-(4-chlorophenyl)-3-methyl butyric acid and dichlorosulfoxide to obtain acyl chloride; and the further reaction with the mixture of 3-phenoxy phenylaldehyde, sodium cyanide, triethylamine, water and organic solvent to obtain fenvalerate as pesticide. Compared with available technology, the present invention has the features one high yield, high product purity, low cost, mild reaction condition, simple operation, easy control of reaction, etc. and is suitable for industrial production.

Description

technical field [0001] The present invention relates to the preparation method of fenvalerate, it adopts triethylamine as catalyst, the acyl chloride obtained by reacting 2-(4-chlorophenyl)-3-methylbutanoic acid with thionyl chloride, and then reacts with 3 -One-step reaction of the mixture of phenoxybenzaldehyde, sodium cyanide, triethylamine, water and organic solvent to obtain fenvalerate pesticide. Background technique [0002] Fenvalerate [(R, S)-2-(4-chlorophenyl)-3-methylbutanoic acid-(±)-α-cyano-3-phenoxybenzyl ester] was released by Sumitomo, Japan in 1974 A high-efficiency, broad-spectrum, light-stable and low-residue pyrethroid insecticide researched and developed by a chemical industry company has special effects on the control of cotton, vegetables, fruits, tobacco, corn and potatoes. Effect can be equivalent with cypermethrin, but its synthesis process is simpler than cypermethrin, raw material is easy to solve, and production cost is low. The synthetic metho...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/00C07C253/14C07C255/38
Inventor 汪清民黄润秋
Owner NANKAI UNIV
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