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Treatment method of cyproterone acetate mother liquor

A technology of cyproterone acetate and a treatment method, applied in the directions of steroids, organic chemistry, etc., can solve the problems of intractable treatment, can only be discarded, low yield of genuine products, etc., achieves good economic benefits, reduces pollution, and is simple to operate handy effect

Active Publication Date: 2020-09-08
HUBEI GEDIAN HUMANWELL PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Due to the existence of CPA hydrolyzed impurities, CPA chloride hydrolyzed impurities and unreacted CPA chloride, it will greatly affect the final refining and crystallization effect, which will cause more products to fail to precipitate, and eventually enter the mother liquor together with impurities, and the yield of genuine products is low.
However, the mother liquor is oily after the solvent is evaporated, and it cannot be crystallized by conventional solvent refining, so it is difficult to handle, and usually it can only be discarded.

Method used

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  • Treatment method of cyproterone acetate mother liquor
  • Treatment method of cyproterone acetate mother liquor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The processing method of cyproterone acetate mother liquor thing, flow chart is as figure 1 As shown, the specific steps are as follows:

[0035] Take diatomaceous earth and silica gel and fill them into filter cartridges with appropriate diameters in sequence. First fill in silica gel with a height of about 0.8m, add filter cloth and then fill with diatomite with a height of about 0.2m; after taking the concentrated dry solvent produced by CPA industry 10kg of the oily mother liquor, add mixed solvent 15kg (dichloromethane: sherwood oil=1:8, volume ratio) carry out normal pressure filtration after stirring and dissolving, add 40kg same mixed solvent after filtering and wash, washing liquid and filtrate merge , respectively collect the combined solution and the silica gel layer;

[0036] The combined solution was concentrated to dryness to obtain a combined solution concentrate, which was stored for future use. Soak and wash the silica gel layer with an appropriate am...

Embodiment 2

[0039] The processing method of cyproterone acetate mother liquor thing, concrete steps are as follows:

[0040] Take diatomaceous earth and silica gel and fill them into filter cartridges with suitable calibers in turn, first fill in silica gel with a height of about 0.7m, add filter cloth to isolate, and then fill with diatomite with a height of about 0.2m; after taking the concentrated dry solvent produced by CPA industry 10kg of the oily mother liquor, add mixed solvent 18kg (chloroform: hexanaphthene=1:10) and stir and dissolve and carry out normal pressure filtration, add the mixed solvent of 50kg same proportion after filtering and wash, washing liquid and filtrate merge, Collect the combined solution and the silica gel layer respectively;

[0041] The combined solution was concentrated to dryness to obtain a combined solution concentrate, which was stored for future use. The silica gel layer was soaked and washed with an appropriate amount of methanol for 3 times, the...

Embodiment 3

[0044] The processing method of cyproterone acetate mother liquor thing, concrete steps are as follows:

[0045] Take diatomaceous earth and silica gel and fill them into filter cartridges with appropriate diameters in turn, first fill in silica gel with a height of about 0.5m, add filter cloth to isolate, and then fill with diatomite with a height of about 0.3m; after taking the concentrated dry solvent produced by CPA industry 10kg of the oily mother liquor, add mixed solvent 20kg (dichloromethane: n-hexane=1:10) and stir and dissolve, carry out normal pressure filtration, add 60kg mixed solvent of the same proportion after filtering and wash, washing liquid and filtrate merge, respectively Collect the combined solution and the silica gel layer;

[0046] The combined solution was concentrated to dryness to obtain a combined solution concentrate, which was stored for future use. Soak and wash the silica gel layer with an appropriate amount of methanol for 3 times, combine th...

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Abstract

The invention relates to a treatment method of cyproterone acetate mother liquor. The method comprises the following steps of: 1) providing oily mother liquor generated in a CPA synthesis process andobtained after a concentrated dry solvent is industrially produced by CPA, adding a mixed solvent into the mother liquor for dissolving, filtering out jelly, carrying out column chromatography elutionby using the mixed solvent to obtain a washing solution containing small-polarity CPA and CPA chloride, and collecting the washing solution for later use; 2) eluting and collecting CPA hydrolysis impurities and CPA chloride hydrolysis impurities in the chromatographic column, and correspondingly converting the CPA hydrolysis impurities and the CPA chloride hydrolysis impurities into CPA and CPA chloride through 17-site esterification reaction; and 3) mixing the washing liquid concentrated dry solvent of CPA and CPA chloride obtained in the step (1) with the CPA and CPA chloride obtained by conversion in step (2), and carrying out dehydrochlorination under an alkaline condition to prepare CPA. Impurities in the mother liquor can be converted into CPA, effective separation and purificationare achieved, and the recovery rate of CPA in the mother liquor reaches up to 70%.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry, and relates to a method for treating cyproterone acetate mother liquor. Background technique [0002] Cyproterone acetate (CPA) is a derivative of 17α-hydroxyprogesterone, an androgen antagonist, has a strong anti-androgen effect, and also has progesterone activity. It is clinically used to treat abnormal libido in men, precocious puberty, hirsutism in women, acne, prostatic hypertrophy and prostate cancer. It is now widely used in combination with other progestogens to form a compound contraceptive. [0003] At present, the final step of its industrial synthesis is obtained by dehydrochlorination of CPA chloride under alkaline conditions such as calcium hydroxide and sodium hydroxide for cyclization. Since its 17-position acetyl ester group is sensitive to alkali, it is therefore difficult to obtain it in this reaction. It tends to generate more ester hydrolysis impurities—CPA hydrol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J53/00
CPCC07J53/004
Inventor 蔡啸狄飞飞徐仙凤应娟刘林
Owner HUBEI GEDIAN HUMANWELL PHARMACEUTICAL CO LTD