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Method for selectively synthesizing normal borneol

A selective, borneol technology, applied in chemical instruments and methods, preparation of organic compounds, preparation of oxygenated compounds, etc., can solve the problems of low borneol content and complex catalyst preparation process, and achieve strong catalyst activity and easy preparation. , the effect of stable response

Inactive Publication Date: 2010-09-15
JIAXING UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The invention provides a method for selectively synthesizing borneol, which solves the problem that the content of borneol synthesized by the traditional method is not high or the catalyst preparation process is complicated

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Preparation of solid acid catalyst: calcining aluminum sulfate octadecahydrate at 500°C for 1 hour, grinding it into fine powder, and then calcining at 500°C for 2 hours.

[0030] Preparation of borneol: Add 23.3 ml of α-pinene and 0.056 mole of anhydrous oxalic acid into the reaction flask, heat the reaction solution to 80°C under magnetic stirring, and then add 2 grams of catalyst to catalyze the isomerization of α-pinene , addition reaction, after 6 hours of constant temperature reaction at 80°C, filter and recover the catalyst, and the filtrate adopts rectification method to remove light oil (molecular weight is lower than 150, boiling point is lower than 200°C, including camphene, dipentene, terpinolene, α - Terpenes such as terpinene, p-menthene, the same below), then carry out saponification reaction (using sodium hydroxide as alkali, temperature 80 ℃, hydrolysis for 3 hours, same below), the saponification reaction product is carried out sublimation (sublimation ...

Embodiment 2

[0034] Preparation of solid acid catalyst: calcining aluminum sulfate octadecahydrate at 500°C for 1 hour, grinding it into fine powder, and then calcining at 500°C for 2 hours.

[0035] Preparation of borneol: Add 23.3 ml of α-pinene and 0.056 mole of anhydrous oxalic acid into the reaction flask, heat the reaction solution to 70°C under magnetic stirring, and then add 2 grams of catalyst to catalyze the isomerization of α-pinene , addition reaction, 70 ℃ constant temperature reaction after 6 hours filter and recover catalyst, filtrate adopts rectification method to remove light oil and then carries out saponification reaction, then adopts the method for sublimation to collect borneol, productive rate is 43%. Borneol is dissolved in JETA-1 aviation kerosene and recrystallized to obtain a borneol product with a high content of orthoborneol. The content of orthoborneol is 95.2% and that of isoborneol is 4.5% as determined by GC.

Embodiment 3

[0037] Preparation of solid acid catalyst: calcining aluminum sulfate octadecahydrate at 500°C for 3 hours and then finely grinding.

[0038] Preparation of borneol: Add 23.3 ml of α-pinene and 0.029 mole of anhydrous oxalic acid into the reaction flask, heat the reaction solution to 60°C under magnetic stirring, and then add 2 grams of catalyst to catalyze the isomerization of α-pinene , addition reaction, after the reaction solution was reacted at a constant temperature of 60°C for 1 hour, then heated to 80°C for constant temperature reaction for 4 hours, and finally heated to 90°C for constant temperature reaction for 1 hour and then filtered to recover the catalyst, and the filtrate was removed by rectification. Light oil ( Carry out saponification reaction (same as embodiment 1) after the same as embodiment 1), then adopt the method of sublimation (same as embodiment 1) to collect borneol, productive rate is 61% (calculation method is the same as embodiment 1). Borneol is...

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Abstract

The invention discloses a method for selectively synthesizing normal borneol. The method comprises the following steps of: (1) reacting alpha-pinene with anhydrous oxalic acid in the presence of a catalyst to obtain bornyl oxalate; and (2) saponifying the bornyl oxalate to generate the borneol and purifying, wherein the catalyst is prepared by using the following processes of: roasting aluminum sulfate octadecahydrate for 1-3 hours at 400-600 DEG C and then roasting for 0-3 hours at 400-600 DEG C and crushing. Compared with the prior art, the production method of the invention has easy obtaining and low price of raw materials and convenient preparation, and the raw materials can be used only by being treated in two steps of roasting and porphyrizing.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a method for selectively synthesizing borneol. Background technique [0002] Borneol, also known as borneol, molecular formula is C 10 h 18 O, chemical name: Neiqiao-1,7,7-trimethylbicyclo[2.2.1]-2-heptanol, is a colorless transparent or white flaky crystal, because its appearance is crystal clear like jade, So it is called ice flakes. Borneol has a mixed aroma similar to camphor and mint, tastes pungent, cool, volatile, and produces thick smoke when ignited. Historically, my country obtained natural borneol from Borneo and Sumatra, and used "borneol" to show its value. The application of borneol has a long history, and its application was first recorded in Tang Dynasty. Traditional Chinese medicine believes that borneol tastes pungent, bitter, and slightly cold. "Compendium of Materia Medica" records that borneol can "open all orifices and dispel stagnant fire". ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/30C07C27/02
Inventor 谭军杨义文金梅梅陈军民宋芬钱广吴城武江璐伊仇晨瑶
Owner JIAXING UNIV
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