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Method for converting estragole into trans-anethole

A kind of technology of trans-anethole and wormwood

Inactive Publication Date: 2015-01-28
GUANGXI FORESTRY RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The existing technology of isomerization from wormhole to trans-anethole consumes a large amount of catalyst, the temperature is high, and it is in contact with air, and side reactions such as oxidation polymerization are likely to occur during the reaction process, and the raw materials and products are volatilized at high temperature. waste of resources and air pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Take 1t of wormwood naphtha oil, properties: colorless to light yellow liquid, with anise-like aroma, boiling point 216°C, refractive index (n 20 D )1.519-1.5243, relative density (d 25 25 )0.960-0.968. Main ingredients: Artemisinol 85.5%, Anethole 8.5%, α-Terpineol 1.5%, Linalool 1.7%, Pinene 2.3%. Artemisinin is added to the reaction kettle, and NaOH solution with a concentration of 60% is added after stirring, and the amount of lye is 1.0 kg of the weight of Artemisinin. Control the reaction temperature at 110-130° C., keep the pressure at 0.08-0.1 MPa, react for 1-2 hours, and obtain crude anethole through isomerization. Cool down, and when the temperature in the reactor drops to 50-60°C, discharge the crude anethole into the pickling tank. Add sulfuric acid with a concentration of 30% under stirring, adjust the pH to 7, and let stand to separate layers. The upper layer is a thick anethole oil layer, and the lower layer is saline waste water. Wash the above-me...

Embodiment 2

[0025] Take 1.5t of wormwood naphtha oil, properties: colorless to light yellow liquid, with anise-like aroma, boiling point 216°C, refractive index (n 20 D )1.519-1.5243, relative density d 25 25 )0.960-0.968. Main ingredients: Artemisinol 75.5%, Anethole 10.2%, α-Terpineol 1.5%, Linalool 2.4%, Pinene 1.3%. Artemisinin is added to the reaction kettle, stirred and added with a concentration of 5% NaOH solution, and the amount of lye is 15.0 kg of the weight of Artemisinin. Control the reaction temperature at 110-130° C., keep the pressure at 0.08-0.1 MPa, react for 1-2 hours, and obtain crude anethole through isomerization. Cool down, and when the temperature in the reactor drops to 50-60°C, discharge the crude anethole into the pickling tank. Add dilute hydrochloric acid with a concentration of 10% under stirring, adjust the pH to 7, and let stand to separate layers. The upper layer is a thick anethole oil layer, and the lower layer is saline waste water. Wash the above...

Embodiment 3

[0027] Take 1.5t of wormwood naphtha oil, properties: colorless to light yellow liquid, with anise-like aroma, boiling point 216°C, refractive index (n 20 D )1.519-1.5243, relative density d 25 25)0.960-0.968. Main ingredients: Artemisinol 60.5%, Anethole 28.5%, α-Terpineol 1.5%, Linalool 2.1%, Pinene 3.5%. Artemisinin is added to the reaction kettle, stirred and added with a concentration of 30% NaOH solution, and the amount of lye is 5.0 kg of the weight of Artemisinin. Control the reaction temperature at 110-130° C., keep the pressure at 0.08-0.1 MPa, react for 1-2 hours, and obtain crude anethole through isomerization. Cool down, and when the temperature in the reactor drops to 50-60°C, discharge the crude anethole into the pickling tank. Add dilute hydrochloric acid with a concentration of 10% under stirring, adjust the pH to 7, and let stand to separate layers. The upper layer is a crude anethole oil layer, and the lower layer is saline waste water. Wash the above-...

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Abstract

The invention relates to a method for converting estragole into trans-anethole. The method comprises the steps of carrying out isomerism reaction on the estragole and NaOH solution under pressurization so as to produce the trans-anethole, then carrying out acid pickling and neutralizing on the trans-anethole, washing, carrying out freeze crystalizing, centrifuging to separate, and vacuum rectifying to obtain the high purity trans-anethole with the purity of greater than 99.5%. The method has short reaction time, uses little alkaline, avoids contacting with the air, reduces side reactions like oxidative polymerization, improves the yield of the trans-anethole.

Description

technical field [0001] The invention relates to the technical field of processing natural flavors and fragrances, in particular to a method for converting wormhole into trans-anethole. Background technique [0002] Trans-anethole (trans-anethole, anethole), the general chemical name is trans-p-allyl anisole, the appearance is white crystal, and it is colorless or very slightly yellow liquid when it is above 23 ° C. It has an anise-like aroma and is sweet. taste. High-purity (above 99%) trans-anethole is widely used in the fields of spices, medicine, and food. It is mainly isolated from star anise oil. Natural star anise oil contains a variety of ingredients, of which anethole accounts for about 85%, wormhole is 1-10%, and cis-anethole is 0.45-1%. . Since the boiling points of cis-anethole and wormhole are isomers with trans-anethole, the relative molecular weights of the three are the same, and the boiling points are very close. It is difficult to remove cis-anethole from...

Claims

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Application Information

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IPC IPC(8): C07C43/215C07C41/32
CPCC07C41/32C07B2200/09C07C41/34C07C41/40C07C41/42C07C41/46C07C43/215
Inventor 关继华陆顺忠孟中磊李秋庭高首娜黎贵卿邱米杨漓杨素华苏骊华党中广李绍勇
Owner GUANGXI FORESTRY RES INST
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