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Catalytic process for the preparation of isolongifolene

A technology for isolongifolene and longifolene, which is applied in the field of catalysis for preparing isolongifolene, and can solve problems such as time-consuming, inability to meet large-scale production and the like

Inactive Publication Date: 2006-10-18
COUNCIL OF SCI & IND RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method is time-consuming and cannot meet the requirements of large-scale production, so synthetic routes must be developed

Method used

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  • Catalytic process for the preparation of isolongifolene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] 30% Zr(OC) dissolved in propanol or zirconium salt such as zirconium nitrate 3 h 7 ) 4 The solution was added dropwise with 6.4ml H 2 1.02 ml concentrated H diluted in O 2 SO 4 . The hydrolyzed sol was continuously stirred with a magnetic stirrer for 3 hours. The formed gel was first dried at room temperature for 3 hours and then at 110° C. for 12 hours. The dried gel was pulverized to 170 mesh and calcined at 600°C for 2 hours. The crystallite size of the prepared sample was determined to be 13 nm by X-ray diffraction. It was determined by elemental analysis that the sulfur supported on the catalyst was 1.2% by weight. Add 2 g of longifolene to a two necked round bottom flask immersed in an oil bath, the flask is equipped with a temperature controller, a magnetic stirrer, a condenser and a circulator. The temperature of the oil bath was slowly raised to the desired temperature, ie 120°C. To the reaction was added 0.2 gm of catalyst preactivated in a muffle fu...

Embodiment 2

[0055] Add 2 g of longifolene to a two necked round bottom flask immersed in an oil bath, the flask is equipped with a temperature controller, a magnetic stirrer, a condenser and a circulator. The temperature of the oil bath was slowly raised to the desired temperature, ie 140°C. To the reaction was added 0.2 gm of the catalyst prepared as described in Example 1 and preactivated in a muffle furnace at 450° C. for 2 hours. After 6 hours a sample was taken by means of a syringe and analyzed by gas chromatography using an HP-5 column. After 6 hours, the conversion of longifolene was 85% with a selectivity of 100%.

Embodiment 3

[0057] Add 2 g of longifolene to a two necked round bottom flask immersed in an oil bath, the flask is equipped with a temperature controller, a magnetic stirrer, a condenser and a circulator. The temperature of the oil bath was slowly raised to the desired temperature, ie 160 °C. To the reaction was added 0.2 gm of the catalyst prepared as described in Example 1 and preactivated in a muffle furnace at 450° C. for 2 hours. Samples were taken periodically over 2-6 hours by means of a syringe and analyzed by gas chromatography with an HP-5 column. After 2-6 hours, the conversion of longifolene was 84-86% with a selectivity of 100%.

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Abstract

The present invention relates to a catalytic process for preparation of isolongifolene using nanocrystalline solid super acid. This process is an eco-friendly, single step, solvent free catalytic process for the preparation of a tricyclic sesqui-terpene hydrocarbon, isolongifolene. More particularly, the present invention provides a process for the catalytic isomerisation of longifolene to iso-longifolene using nano-crystalline sulfated zirconia as a solid super acid catalyst.

Description

field of invention [0001] The invention relates to a catalytic method for preparing isolongifene by using nano-microcrystalline solid superacid. This method is an eco-friendly, single-step, solvent-free method for the preparation of tricyclic sesquiterpenes. [0002] More particularly, the present invention provides a catalytic isomerization process for the conversion of longifolene to isolongifolene using sulfated zirconia nanocrystallites as a solid superacid catalyst. Background of the invention [0003] Longifolene, C 15 h 24 (Decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene), present in Indian turpentine oil from Chirpine (pinus longifolia), The content is 5-7%. It is the largest tonnage of sesquiterpene hydrocarbons available anywhere in the world. [0004] The economic utilization of this terpene hydrocarbon includes its conversion into the isomeric product isolongifolene and its derivatives, which are widely used in the fragrance industry due to their wo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C5/31
CPCC07C5/31C07C2527/053C07C13/61
Inventor 拉克什·维尔·贾斯拉贝纳·蒂雅格马尼什·库马尔·米什拉
Owner COUNCIL OF SCI & IND RES
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