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One-step prepn process of acid gossypol derivative with acid and acetone aqua

A technology of acetone aqueous solution and derivatives, applied in the separation/purification of carbonyl compounds, chemical recovery, organic chemistry, etc., can solve the problems of inability to achieve reflux extraction, low yield, residual aniline gossypol, etc., to shorten the process Cycle time, low cost, and the effect of increasing output

Inactive Publication Date: 2007-01-03
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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Problems solved by technology

Its disadvantages are: 1. The heating and reflux temperature of the acetone solution with water is 85°C, and reflux extraction cannot be realized at the reflux temperature mentioned in the patent; 2. Gossypol is easy to deteriorate when heated, and its suitable extraction temperature should be around 60°C , and the yield is not very high
In the preparation of the gossypol acetate mentioned in the document "A Simple Method for Extracting Gossypol", ether is used to extract, and the conversion of gossypol to gossypol acetate is carried out in the ether solution. The shortcoming of the method is to use ether as a solvent in industry. more dangerous in production
In the literature "Preparation of High Purity Gossypol" and "Research on Preparation of Gossypol Acetate from Cottonseed Kernel", the combination of aniline and the aldehyde group in gossypol is used to form a relatively stable compound, and then the aniline gossypol is hydrolyzed to obtain gossypol acetate The method of phenol, its shortcoming is to be transformed into gossypol acetate by aniline gossypol needs to transform 2 times, just can obtain gossypol acetate, and the gossypol acetate that obtains sometimes has residual aniline gossypol to exist

Method used

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  • One-step prepn process of acid gossypol derivative with acid and acetone aqua

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Weigh 50 grams of cottonseed meal, put it into a 1-liter flask, extract with 2 times the amount of 75% (by volume) 1M acetone aqueous solution at room temperature for 1 hour, then raise the temperature to 50°C for heating and extraction for 4 hours, and concentrate the extract to the original 1 / 3 of the volume, placed at room temperature and then refrigerated for 8 hours, filtered by suction and washed with petroleum ether to obtain an orange-yellow precipitate, which was vacuum-dried and weighed 0.254 g. Its content was determined to be 99% by HPLC.

Embodiment 2

[0015] 100 grams of cottonseed were extracted according to the steps of Example 1, except that 1 times the amount of 95% 0.1M aqueous acetone acetate was extracted to obtain 0.508 grams of orange-yellow solid. Content: 99%

Embodiment 3

[0017] 500 grams of cottonseed were extracted according to the steps of Example 1, except that the temperature was raised to 35° C. and heated for 6 hours to obtain 3.305 grams of orange-yellow solid. Content: 98%

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Abstract

The present invention relates to preparation of gossypol derivative, and is especially one-step process of preparing gossypol derivative, such as gossypol acetate and gossypol formate as medicine material, in great amount and high efficiency through heating acidic acetone aqua. By means of extraction with acidic acetone aqua at 35-65 deg.c, concentrating, stilling to crystallize, separating, washing and refining, gossypol derivative is prepared. The process of the present invention has the features purify high yield, low cost, simple apparatus, short production period, easy refining, etc.

Description

technical field [0001] The invention relates to a preparation method for extracting acidic gossypol derivatives from cottonseed Background technique [0002] Gossypol acetate is obtained by extracting, separating and refining gossypol from cottonseed, and then precipitating gossypol with acetic acid (Journal of Hebei University, Natural Science Edition, No. 4, 1991). The main medicinal form, more stable than gossypol, its chemical name is acetate-2,2[8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene], and its molecular formula is C 32 h 34 o 10 , the molecular weight is 578.95, and its chemical structure is [0003] [0004] Gossypol acetate shows needle-like, sheet-like and rod-like polymorphic crystals with the change of crystallization conditions. Gossypol acetate has certain effects on male birth control, treatment of menopausal women's diseases, anti-tuberculosis, anti-tumor and anti-virus. As early as the 1970s, Chinese scholars discovered the male anti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/57C07C45/79C07C45/81
CPCY02P20/582
Inventor 黄浩曹星欣姜海霞姜标
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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