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Preparation method of isolongifolenonesulfonic acid

A technology of phyllene sulfonic acid and isolongifolene sulfonic acid, which is applied in the field of synthesis of isolongifolene sulfonic acid, can solve the problems of synthesizing camphor without optical activity, long production cycle, complicated process, etc., and achieve broadening of deep processing and The effect of comprehensive utilization of channels, low price, and simple process operation

Active Publication Date: 2016-10-12
ANHUI JIXI TIANCHI CHEM
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  • Description
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Problems solved by technology

At present, the price of natural camphor, the raw material required for the preparation of camphorsulfonic acid, is high, while synthetic camphor has the disadvantages of no optical activity, long production cycle and complex process.

Method used

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  • Preparation method of isolongifolenonesulfonic acid
  • Preparation method of isolongifolenonesulfonic acid
  • Preparation method of isolongifolenonesulfonic acid

Examples

Experimental program
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Embodiment 1

[0028] In a 100ml three-necked flask, add 18ml of the acetic anhydride (0.15mol), then add 13.09g (0.06mol) of isolongifolenone, and stir with a magnetic stirrer for 1h under ice-bath conditions, and then pass constant pressure drop Add the concentrated sulfuric acid of 5ml (0.078mol) in the three-necked flask by funnel, then react 2h under ice-bath condition, remove ice-bath, react 8h at room temperature, add 10ml ethyl acetate in the emulsion after reaction, then Place the emulsion in a 100ml beaker and let it stand for 24h, filter the emulsion with suction to obtain a white solid filter cake, wash the white solid filter cake with ethyl acetate, place the white solid filter cake in a vacuum drying oven at 40~ Dry at 80°C for 5 hours to obtain isolongifolene sulfonic acid, and the chemical formula for synthesizing isolongifolene sulfonic acid is as follows figure 1 shown.

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Abstract

The invention discloses a preparation method of isolongifolenonesulfonic acid. The isolongifolenonesulfonic acid is prepared through a sulfonation reaction of isolongifolenone and concentrated sulfuric acid used as raw materials in acetic anhydride used as a solvent. The preparation method comprises the following steps: adding acetic anhydride to a 3-mouth flask, adding isolongifolenone, carrying out ice bath treatment, stirring above materials, adding concentrated sulfuric acid, removing the ice bath, carrying out a reaction at room temperature, adding ethyl acetate to an emulsion obtained after the reaction, allowing the emulsion to stand for 24h, carrying out suction filtration, washing the obtained white solid filter cake with ethyl acetate, and carrying out vacuum drying to obtain the isolongifolenonesulfonic acid. The preparation method of isolongifolenonesulfonic acid, disclosed in the invention, has the characteristics of simple operation, high yield of the isolongifolenonesulfonic acid, widening of the advanced processing and comprehensive utilizing channels of turpentine in China, and enrichment of the diversity of turpentine derivatives.

Description

technical field [0001] The invention belongs to the technical field of fine organic synthesis, and relates to a method for synthesizing isolongifolene sulfonic acid. Background technique [0002] At present, camphorsulfonic acid is a very important intermediate in organic synthesis. In the industrial field, due to its unique optical activity, it can be used for the racemization of optical isomers. It can also be used as a pharmaceutical intermediate, such as a bacteriostatic agent for the intestinal tract, an HIV-improving agent, etc. Sodium camphorsulfonate can be used as a nervous center stimulant in medicine, used to treat acute respiratory and circulatory disorders, and against central nervous system poisoning. Because of its few toxic and side effects, wide use safety range, wide application range and other characteristics, it is an ideal clinical treatment drug. At present, the price of natural camphor, the raw material required for the preparation of camphorsulfoni...

Claims

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Application Information

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IPC IPC(8): C07C309/25C07C303/06
CPCC07C303/06C07C309/25
Inventor 杨益琴芮坚汪建新王石发徐徐胡灵明胡小青
Owner ANHUI JIXI TIANCHI CHEM
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