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Preparation method of 4-ethylbenzyl chloride

A technology of ethylbenzyl chloride and ethylbenzene, which is applied in the field of preparation of 4-ethylbenzyl chloride, can solve the problems of being unsuitable for industrial production, and achieve the effects of convenient industrial scale-up production, fewer isomers, and simple synthetic routes

Pending Publication Date: 2021-11-23
山东三牧新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] In summary, in the existing synthetic routes, there are problems such as not being suitable for industrialized production. Therefore, it is necessary to carry out in-depth research on the synthetic process of 4-ethylbenzyl chloride to provide a more optimal, easily available, safe and stable reaction route, which meets the requirements of Green chemistry to meet growing market demands

Method used

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  • Preparation method of 4-ethylbenzyl chloride
  • Preparation method of 4-ethylbenzyl chloride
  • Preparation method of 4-ethylbenzyl chloride

Examples

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Effect test

Embodiment 1

[0028]

[0029] Under the condition of nitrogen flow protection, 10.3g (0.02eq) of tris(pentafluorophenyl)borane, 67g (1.15eq) of chlorosulfonic acid and 400mL of dichloromethane were successively added to the reaction flask, and the temperature was lowered to -5°C , slowly dropwise add acetal 57.3 (1.1eq), react for 30 minutes after the dropwise addition, slowly add 53g (0.5mol, 1eq) ethylbenzene dichloromethane solution dropwise at -5 ~ 0°C, and react after the dropwise addition After 1 hour, 2% of the remaining raw material was detected by GC, and the ratio of 4-ethylbenzyl chloride to 2-ethylbenzyl chloride was 94%:6%. Add 150 g of water to quench, separate layers, extract the aqueous phase with 100 mL of dichloromethane, combine the organic phases, wash once with 100 mL of 8% sodium bicarbonate, dry the organic phase with sodium sulfate, filter, and concentrate the filtrate under reduced pressure to remove most of the solvent , add n-heptane to replace, filter, the fil...

Embodiment 2

[0032] Under the condition of nitrogen flow protection, 0.205Kg of tris(pentafluorophenyl)borane, 2.80Kg of chlorosulfonic acid and 20L of dichloromethane were successively added to the reaction flask, the temperature was lowered to -5°C, and acetal 2.35 kg, reacted for 30 minutes after the dropwise addition, slowly added 2.12Kg ethylbenzene dichloromethane solution dropwise at -5~0°C, reacted for 1 hour after the dropwise addition, GC detected 1.7% of the remaining raw materials, added 15Kg water to quench, Separate the layers, extract the aqueous phase with 5L of dichloromethane, combine the organic phases, wash once with 8% sodium bicarbonate 8Kg, dry the organic phase with sodium sulfate, filter, concentrate the filtrate under reduced pressure to remove most of the dichloromethane, add 10L of normal Heptane was replaced, concentrated to the remaining 6L, cooled to 5-10°C, filtered, the filter cake was recovered tris(pentafluorophenyl)borane, and the filter cake was dried to...

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Abstract

The invention discloses a preparation method of 4-ethylbenzyl chloride, and belongs to the technical field of organic synthesis. The method comprises the following steps: chloromethylating ethylbenzene serving as a raw material with acetal, chlorosulfonic acid and lewis acid under the catalytic action to obtain 4-ethylbenzyl chloride. According to the method, the catalyst can be recycled and reused, isomers are few, separation is relatively easier, the yield is high, the content of the obtained product is larger than 99%, and potential industrial amplification prospects are achieved.

Description

technical field [0001] The invention relates to a preparation method of 4-ethylbenzyl chloride, which belongs to the technical field of organic synthesis. Background technique [0002] 4-Ethylbenzylchloride, CAS: 1467-05-6, English name: 4-ethylbenzylchloride, chloromethyl-substituted aromatic compounds are easy to transform into promising key intermediates, various fine or special chemicals, polymers and pharmaceuticals. Since the 4-ethylbenzylchlorobenzene ring contains an active chloromethyl group, it can be easily converted into different groups. 4-Ethylbenzyl chloride, as an intermediate in organic synthesis such as ethylbenzene methylation reagents, has broad application prospects in the fields of medicine, dyes, synthetic spices and pesticides. [0003] So far, many kinds of methods for synthesizing vinyl cyclohexane have been reported, such as chlorination synthesis of 4-ethylbenzyl alcohol and phosphorus oxychloride, with a yield of 73%. Due to the high price of r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C22/04C07C17/32C07C17/38C07C17/383
CPCC07C17/32C07C17/38C07C17/383C07C22/04Y02P20/584
Inventor 徐小波徐勇王允行靳亚松
Owner 山东三牧新材料科技有限公司
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