A kind of preparation method of cyclopropylmethylamine

A technology of cyclopropyl methylamine and cyclopropyl nitrile, which is applied in the field of preparation of pharmaceutical intermediates, can solve the problems of relatively high requirements on reaction conditions, high flammable activity, difficult post-processing and the like, and achieves simple post-processing and simple operation. , the effect of cheap raw materials

Active Publication Date: 2022-03-08
HAIMEN RUIYI MEDICAL TECH
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  • Abstract
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AI Technical Summary

Problems solved by technology

There are not many methods for the preparation of cyclopropylmethylamine reported today. The common method is to synthesize cyclopropylmethylamine from cyclopropylnitrile. The commonly used method is: (1) metal sodium / ethanol system to reduce the cyano group , this method requires relatively high reaction conditions, and the operation is relatively dangerous; (2) Reduction of the cyano group with lithium tetrahydrogen aluminum / tetrahydrofuran system, the disadvantage of this method is that it causes great losses due to adsorption, post-treatment is relatively difficult, and aluminum tetrahydrogen Lithium must be used under anhydrous conditions, which requires strict control of the operating process; (3) iodized sulfone, ammonia water / tetrahydrofuran system, the reagents used are highly flammable and active

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  • A kind of preparation method of cyclopropylmethylamine

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Embodiment 1

[0019] In a 5L four-necked reaction flask, add 500g of cyclopropylnitrile, 1.5L of tetrahydrofuran, and 20G of nickel dichloride, start stirring, and add 1104g of sodium borohydride in batches at room temperature under nitrogen protection; control the reaction temperature at 25°C, and the reaction is about Overnight for 16 hours, take samples at intervals of two hours for GC detection, when the reaction has basically no change, the reaction is considered complete; after cooling down to room temperature, add 500mL of water to the reaction solution and stir, let stand to separate the layers, separate the liquid, and use 500mL of dichloromethane* for the water layer 2 Extract twice, combine the organic phases, dry the organic phases with anhydrous sodium sulfate, and then filter the organic phases. Transfer the filtrate to a rectification bottle, rectify at atmospheric pressure, and collect the product with a top temperature of 83-85°C; rectify the obtained unqualified front disti...

Embodiment 2

[0021] In a 5L four-necked reaction flask, add 500g of cyclopropylnitrile, 1.5L of tetrahydrofuran, and 20G of nickel dichloride, start stirring, and add 1380g of sodium borohydride in batches at room temperature under nitrogen protection; control the reaction temperature at 25°C, and react Overnight for about 16 hours, take samples at intervals of two hours for GC detection, when the reaction has basically no change, the reaction is complete; after cooling down to room temperature, add 500mL of water to the reaction solution, let it stand for layers, separate the liquid, and use 500mL of dichloromethane for the water layer *2 Extract twice, combine the organic phase, dry the organic phase with anhydrous sodium sulfate, and then filter. Transfer the filtrate to a rectification bottle, rectify at atmospheric pressure, and collect the product with a top temperature of 83-85°C; rectify the obtained unqualified front distillation again, and combine the obtained colorless transparen...

Embodiment 3

[0023] In a 5L four-necked reaction flask, add 500g of cyclopropylnitrile, 1.5L of tetrahydrofuran, and 30G of nickel dichloride, start stirring, and add 1104g of sodium borohydride in batches at room temperature under nitrogen protection; control the reaction temperature at 35°C, and the reaction is about Overnight for 18 hours, take samples at intervals of two hours for GC detection, when the reaction has basically no change, the reaction is complete; after cooling down to room temperature, add 500mL of water to the reaction solution and stir, let it stand for stratification, separate the liquid, and use 500mL of dichloromethane* for the water layer 2 Extract twice, combine the organic phases, dry the organic phases with anhydrous sodium sulfate, and then filter. Transfer the filtrate to a rectification bottle, rectify at atmospheric pressure, and collect the product with a top temperature of 83-85°C; rectify the obtained unqualified front distillation again, and combine the ...

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Abstract

The invention relates to a preparation method of cyclopropylmethylamine, comprising the following steps: adding cyclopropylnitrile, nickel dichloride and tetrahydrofuran into a reaction vessel, starting stirring, adding sodium borohydride in batches under nitrogen protection, and controlling the reaction temperature at 20 -45°C, react for 10-18 hours; after the reaction is completed, cool down to room temperature, add water and stir the reaction solution, let it stand for layering, separate the liquids, extract the water layer with dichloromethane several times, combine the organic phases, and use anhydrous sodium sulfate Dry the organic phase and filter it; transfer the organic phase to a rectification bottle, rectify at atmospheric pressure, and collect the product with a top temperature of 83-85°C; rectify the obtained unqualified front distillation again, and combine the colorless and transparent obtained twice The liquid is the target product cyclopropylmethylamine. In the invention, cyclopropyl nitrile is used as starting material, and cyclopropylmethylamine is synthesized by reducing cyano group with sodium borohydride / nickel dichloride system. The synthesis method has cheap raw materials, mild reaction conditions, simple operation, safety and reliability, simple post-treatment, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of a pharmaceutical intermediate, in particular to a preparation method of cyclopropylmethylamine. Background technique [0002] Cyclopropylmethylamine is an important intermediate of medicine and pesticide, and has broad application prospects. There are not many methods for the preparation of cyclopropylmethylamine reported today. The common method is to synthesize cyclopropylmethylamine from cyclopropylnitrile. The commonly used method is: (1) metal sodium / ethanol system to reduce the cyano group , this method requires relatively high reaction conditions, and the operation is relatively dangerous; (2) Reduction of the cyano group with lithium tetrahydrogen aluminum / tetrahydrofuran system, the disadvantage of this method is that it causes great losses due to adsorption, post-treatment is relatively difficult, and aluminum tetrahydrogen Lithium must be used under anhydrous conditions, which requires strict...

Claims

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Application Information

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Patent Type & AuthorityPatents(China)
IPC IPC(8): C07C211/17C07C209/48C07C209/84
CPCC07C209/48C07C209/84C07C2601/02C07C211/17
Inventor薛嵩周文俊
OwnerHAIMEN RUIYI MEDICAL TECH