Method for synthesizing stilbenoids by hydrochloric acid heterogeneous chlorination
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A heterogeneous, hydrochloric acid technology, applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry, etc., can solve problems such as difficult separation, high impurity content, and pollution
Inactive Publication Date: 2014-08-27
HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
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Because the activity of the halogenated reagents involved in this type of synthetic method is too high, it will inevitably cause higher impurity content in the product and difficult separation; in addition, the halogenated reagents used in industrial production have serious pollution problems, such as sulfur dioxide and Phosphorus wastewater discharge, etc., will cause serious damage to the environment
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Embodiment 11-15
[0047] Embodiment 11-15 Method 2 for the heterogeneous chlorination of hydrochloric acid to synthesize piceatanol
[0048]
[0049]
[0050] The method two of above-mentioned heterogeneous chlorination of hydrochloric acid to synthesize piceatanol, the reaction scheme is as formula (II):
[0051]
[0052] The method two of the above-mentioned heterogeneous chlorination of hydrochloric acid to synthesize piceatanol is carried out according to the following steps:
[0054] Take 3,4-dimethoxybenzyl alcohol, add solvent, and slowly drop hydrochloric acid; after the reaction is completed, let stand to separate layers, wash the organic phase, dry, and evaporate the organic solvent to obtain product A4;
[0056] A4 is mixed with triethyl phosphite, heated, refluxed, monitored by TLC, and processed after the reaction is completed to obtain B4;
[...
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Abstract
The invention discloses a method for synthesizing stilbenoids of styrenemod, pterostilbene, piceatannol and resveratrol oxide by hydrochloric acid heterogeneous chlorination. The method takes substituted benzyl alcohol as a raw material, adopts hydrochloric acid for preparing chlorinated hydrocarbons under heterogeneous conditions and prepares the stilbenes compounds by Wittig-Horner condensation. The method is simple and easy to operate, the reactants involved in the synthesis process are safe, the products can not cause environmental pollution, the cost is low, and the yield is high, thereby being applicable to industrial production of styrenemod, pterostilbene, piceatannol and resveratrol oxide.
Description
technical field [0001] The invention belongs to the field of chemical synthesis, in particular to a method for synthesizing stilbene compounds through heterogeneous chlorination of hydrochloric acid. Background technique [0002] (E)-3,5-dihydroxy-4-isopropyl stilbene, (E)-3,5-dimethoxy-4'-hydroxy stilbene, (E)-3,4,3 ',5'-Tetrahydroxystyrene, (E)-2,4,3',5'-Tetrahydroxystilbene are compounds with a 1,2-stilbene skeleton, and the trade names are Benzene Moder , pterostylbene, picatanol, and oxidized resveratrol belong to stilbene compounds, and their structural formulas are as follows: [0003] [0004] Studies have shown that these compounds have high chemical and pharmaceutical activities, and their physiological activities are mainly anti-cancer, anti-bacteria and fungi, anti-blood lipids, anti-platelet aggregation, inhibition of cardiovascular disease, anti-diabetes, prevention and treatment of tissue cancer and tumors happen etc. [0005] In the literature reports, ...
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