Process for synthesizing gefarnate compound

A synthetic process, gefar ester technology, applied in the field of medicine, can solve the problems of large environmental pollution, volatile, unfavorable industrial production, etc.

Active Publication Date: 2011-08-10
BEIJING LUNARSUN PHARMA
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0006] Domestic patents disclose the preparation method of gefar esters. The first and second steps of the preparation method of the patent CN200910000897 both contain methanol. Methanol is highly toxic and volatile, which is harmful to the human body. In the second ste

Method used

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  • Process for synthesizing gefarnate compound
  • Process for synthesizing gefarnate compound
  • Process for synthesizing gefarnate compound

Examples

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specific Embodiment

[0022] Specific example: add 5000g triethyl orthoacetate, 1375g tertiary nerolidol, 55g isobutyric acid into the reaction flask, stir to dissolve, heat under stirring, slowly distill the 50-90°C fraction at 120-160°C, and distill for 48 hours , down to room temperature, rectification under reduced pressure, collect 140-145 ℃ fraction, obtain yellow oily matter intermediate-1077g, yield 60%; Add ethanol 4315ml, potassium hydroxide (content 82%) 295g in reaction bottle, stir Dissolve, then add 1050g of intermediate 1, heat to 55°C, keep warm for 8 hours, evaporate ethanol to dryness under reduced pressure, add 8630ml of water, stir to dissolve, extract three times with ethyl acetate 2875ml*3, use 3mol / L hydrochloric acid for the water phase Adjust the pH value of 1440ml to be equal to 3, extract twice with ethyl acetate 2875ml*2, wash with 5000ml*3 water three times, dry, filter, and evaporate the solvent under reduced pressure to obtain 882.5g of yellow oily intermediate 2 with ...

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Abstract

The invention relates to a process for synthesizing a gefarnate compound, which comprises the following steps of: stirring and mixing triethyl orthoacetate, nerolidol and isobutyric acid, performing heating reaction, and distilling under reduced pressure to obtain an intermediate one; adding the intermediate one into ethanol solution of potassium hydroxide, performing heating reaction, distilling to remove ethanol, extracting, taking an aqueous phase, regulating the pH value by using hydrochloric acid, extracting again, taking an organic phase, washing with water, drying, and distilling off the solvent under reduced pressure to obtain an intermediate two; adding acetaldehyde, geraniol and dichloromethane into the intermediate two, reducing the temperature to -5DEG C, slowly dripping diisopropyl azodicarboxylate, keeping the temperature to react for 2 hours, filtering, washing for three times by using 5 percent sodium bicarbonate, washing for three times by using water, drying, and distilling off the solvent under reduced pressure to obtain faint yellow oily liquid, namely the gefarnate product.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a synthesis process of a gefar ester compound. Background technique [0002] Gefarnate, the chemical name is [(2E)-3,7-dimethyloct-2,6-dienyl](4E,8E)-5,9,13-trimethyltetradecyl -4,8,12-trienoate, the structure of which is as follows: [0003] Structural formula: [0004] [0005] Gefate is a kind of compound with isoprene structure, which can adjust gastrointestinal function, strengthen the protective effect of gastrointestinal mucosa, have the functions of controlling gastric acid, eliminating stomach pain, eliminating stagnation, removing stomach gas and distension, and helping digestion . Gefate is widely used clinically as an anti-ulcer drug, and it has been found that it also has a protective effect on acute gastric mucosal damage. Therefore, it is widely used in gastrointestinal diseases such as chronic gastritis, heartburn, flatulence and indigestion. ...

Claims

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Application Information

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IPC IPC(8): C07C69/587C07C67/08
Inventor 崔东冬
Owner BEIJING LUNARSUN PHARMA
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