A kind of synthesis technique of 1-chloro-1'-chloroacetyl cyclopropane

A technology of chloroacetylcyclopropane and synthesis process, which is applied in the field of synthesis technology of 1-chloro-1'-chloroacetylcyclopropane, can solve the problems of being unsuitable for industrial scale-up production, low yield and the like, and achieves typical process conditions Controllable, easy to operate, and the effect of shortening the process cycle

Active Publication Date: 2016-01-13
DALIAN JOIN KING FINE CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The solvents involved in the above process are constantly switched, and the yields of some steps are low, which is obviously not suitable for industrial scale-up production

Method used

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  • A kind of synthesis technique of 1-chloro-1'-chloroacetyl cyclopropane
  • A kind of synthesis technique of 1-chloro-1'-chloroacetyl cyclopropane
  • A kind of synthesis technique of 1-chloro-1'-chloroacetyl cyclopropane

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Synthesis of 1-chloro-1'-chloroacetylcyclopropane.

[0029] (1) Chlorination reaction I, synthesis of α-chloro-α'-acetyl-γ-butyrolactone

[0030] Add 3235.6g (25mol, 99%, 1.0eq) of α-acetyl-γ-butyrolactone into a 30L jacketed kettle equipped with mechanical stirring, thermometer and exhaust gas absorption device; reduce the temperature to 0℃ and start adding sulfonyl chloride dropwise 3408.3g (25mol, 99%, 1.0eq), temperature controlled not to exceed 30°C, stir for 2h after the dropwise addition is complete until the raw material conversion is complete; after the reaction is completed, reduce the residual sulfonyl chloride, hydrochloric acid gas and sulfur dioxide to obtain the crude α -Chloro-α'-acetyl-γ-butyrolactone, 4060g, slightly yellow transparent liquid, with a purity of 99.5% and a crude yield of 100%.

[0031] (2) Ring opening reaction, synthesis of 3,5 dichloro-2-pentanone

[0032] Add 4060g α-chloro-α'-acetyl-γ-butyrolactone (25mol, 99.5%, 1.0eq) and 1669.2g (27.5mo...

Embodiment 2

[0040] Synthesis of 1-chloro-1’-chloroacetylcyclopropane

[0041] The addition amount and condition control of the reaction materials in each step are the same as in Example 1. The organic solvent used in the ring-opening reaction is toluene, so the reaction solvent in other subsequent steps is toluene. The four-step total yield of the product is 101.7%*80%*82%*70%=46.8%.

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Abstract

The invention discloses a synthetic process of 1-chloro-cyclopropanecarbonyl chloride, which belongs to the technical field of fine chemical processes. The process is implemented by taking alpha-acetyl-gamma-butyrolactone and sulfonyl chloride as raw materials through the steps of chlorinating, ring cleavage, cyclization, and re-chlorinating, so that a target product is obtained. The synthetic process is implemented by taking cheap industrial chemicals as raw materials and reaction reagents, and by using a single solvent system, a smooth process connection is achieved, so that the reaction yield is improved, the process operation is simplified, the cost of raw materials is reduced, and the cost of production is lowered.

Description

Technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a synthesis process of 1-chloro-1'-chloroacetylcyclopropane. Background technique [0002] Prothioconazole, trade name Proline, Input, chemical name (R, S)-2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropane Base]-2,4-dihydro-1,2,4-triazole-3-thione, a broad-spectrum triazole fungicide developed by Bayer, mainly used to control cereals, wheat and beans Many diseases such as crops. Prothioconazole is a racemate, and the pure product is white or light gray-brown powdery crystals. The mechanism of action is to inhibit the demethylation of lanosterol or 2,4-methylenedihydrolanosterol, the precursor of fungi, at the 14th position. Prothioconazole has good biological and ecological toxicity, and is safe for humans and the environment. Prothioconazole is mainly used to prevent and control many diseases of cereal crops such as wheat, barley, rape, peanut, rice and legume...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/327C07C45/63
CPCC07C45/59C07C45/61C07C45/63C07C2601/02C07D307/33C07C49/16C07C49/327
Inventor 李雨王海英徐德胜于圣慧李殿虎王荣良
Owner DALIAN JOIN KING FINE CHEM CO LTD
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