Preparation method of cis-3-amino-cyclopentanol hydrochloride

A technology of cyclopentanol hydrochloride and cyclopentanol, which is applied in the preparation of amino hydroxyl compounds, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problem of low purity and potential explosion of cis-3-amino-cyclopentanol Dangerous, low industrialization methods and other problems, to achieve the effect of reducing the difficulty of purification, increasing the yield, and the process is simple and convenient

Inactive Publication Date: 2012-08-15
甘肃科瑞生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The means of industrialization are very low, the use of highly toxic reagents and the potential danger of explosion, and the production process is backward
Cause the productive rate of this synthesis process

Method used

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  • Preparation method of cis-3-amino-cyclopentanol hydrochloride
  • Preparation method of cis-3-amino-cyclopentanol hydrochloride

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Embodiment 1

[0031] Take benzyloxycarbonyl chloride and hydroxylamine hydrochloride at a molar ratio of 1:2, dissolve them in dichloromethane, react at room temperature for 16 hours, purify the reaction product, wash the organic phase with saturated brine, and dry at 30°C to 40°C Remove dichloromethane at high temperature, and recrystallize to obtain cis-3-amino-cyclopentanol intermediate A; according to a molar ratio of 3:1, take heavy-distilled cyclopentadiene and cis-3-amino produced in step 1 respectively -Cyclopentanol intermediate A, dissolved in dichloromethane, at a temperature of 0°C to 5°C, add sodium periodate and tetrabutylammonium bromide to react for 6 hours, purify the product, and obtain cis-3 -Amino-cyclopentanol intermediate B; According to the molar ratio of 0.1:1, take the catalyst and cis-3-amino-cyclopentanol intermediate B respectively, dissolve them in methanol, pass hydrogen at room temperature to 50Psi, react for 10 hours, and purify to form cis-3-amino-cyclopenta...

Embodiment 2

[0038] Take benzyloxycarbonyl chloride and hydroxylamine hydrochloride at a molar ratio of 1:2.5, dissolve them in dichloromethane, react at room temperature for 10 hours, purify the reaction product, wash the organic phase with saturated brine, and dry at 30°C to 40°C Remove dichloromethane at high temperature, and recrystallize to obtain cis-3-amino-cyclopentanol intermediate A; according to a molar ratio of 2.2:1, take heavy-distilled cyclopentadiene and cis-3-amino produced in step 1 respectively -Cyclopentanol intermediate A, dissolved in dichloromethane, at a temperature of 0°C to 5°C, add sodium periodate and tetrabutylammonium bromide to react for 4 hours, purify the product, and obtain cis-3 -Amino-cyclopentanol intermediate B; According to the molar ratio of 0.05:1, take the catalyst and cis-3-amino-cyclopentanol intermediate B respectively, dissolve them in methanol, and pass hydrogen at room temperature to 50Psi, react for 10 hours, and purify to form cis-3-amino-c...

Embodiment 3

[0041] Take benzyloxycarbonyl chloride and hydroxylamine hydrochloride at a molar ratio of 1:2.5, dissolve them in dichloromethane, react at room temperature for 16 hours, purify the reaction product, wash the organic phase with saturated brine, and dry at 30°C to 40°C Remove dichloromethane at high temperature, and recrystallize to obtain cis-3-amino-cyclopentanol intermediate A; according to a molar ratio of 4:1, take heavy-distilled cyclopentadiene and cis-3-amino produced in step 1 respectively -Cyclopentanol intermediate A, dissolved in dichloromethane, at a temperature of 0°C to 5°C, add sodium periodate and tetrabutylammonium bromide to react for 6 hours, purify the product, and obtain cis-3 -Amino-cyclopentanol intermediate B; According to the molar ratio of 0.1:1, take the catalyst and cis-3-amino-cyclopentanol intermediate B respectively, dissolve them in methanol, pass hydrogen at room temperature to 50Psi, react for 10 hours, and purify to form cis-3-amino-cyclopen...

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Abstract

The invention discloses a preparation method of cis-3-amino-cyclopentanol hydrochloride, which comprises the steps of: (1) preparing a cis-3-amino-cyclopentanol intermediate A; (2) preparing a cis-3-amino-cyclopentanol intermediate B; (3) preparing a cis-3-amino-cyclopentanol crude product; (4) preparing a cis-3-amino-cyclopentanol hydrochloride crude product; and (5) obtaining the final product. The preparation method of the cis-3-amino-cyclopentanol hydrochloride has the advantages of being high in yield and purity, low in cost, safe and free from pollution.

Description

technical field [0001] The invention relates to a method for preparing a compound, in particular to a method for preparing cis-3-amino-cyclopentanol hydrochloride. Background technique [0002] cis-3-amino-cyclopentanol hydrochloride is a very important intermediate of pharmaceuticals and other chemical additives. The annual international demand is about 10 tons. Most of them are manufactured by foreign manufacturers, and there is no domestic production. mass-produced companies. At present, the process of synthesizing cis-3-amino-cyclopentanol hydrochloride is to use 2-cyclopentenone as raw material, dichloromethane as solvent, acetic acid, sodium azide or azidotrimethylsilane for reaction, hydrogenation Reduction followed by sodium borohydride reduction affords the product. The means of industrialization are very low, the use of highly toxic reagents and the potential danger of explosion, and the production process is backward. As a result, the yield of the synthesis pro...

Claims

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Application Information

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IPC IPC(8): C07C215/20C07C213/08
Inventor 张泰
Owner 甘肃科瑞生物科技有限公司
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