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Synthesis method and application of 2-undecyloxy-1-ethanol

A synthetic method and alkoxyl technology, applied in the fields of application, botany equipment and method, ester reaction to prepare ether, etc., can solve the problems of incapable of large-scale production, long reaction steps, low reaction yield, etc., and achieve low product cost , mild and controllable reaction conditions, high reaction yield

Active Publication Date: 2021-10-29
PHEROBIO TECHNOLOGY CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In addition, although the synthesis research of 2-undecyloxy-1-ethanol has made great progress, there are still many problems, such as low reaction yield, expensive raw materials, long reaction steps, and shortcomings such as large-scale production.

Method used

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  • Synthesis method and application of 2-undecyloxy-1-ethanol
  • Synthesis method and application of 2-undecyloxy-1-ethanol
  • Synthesis method and application of 2-undecyloxy-1-ethanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A kind of synthetic method of 2-undecyloxy-1-ethanol, specifically comprises the following steps:

[0033] Add 136.4g of ethylene glycol to a 250ml three-necked flask, add 12.6g of potassium hydroxide, then add a homogeneous catalyst 18 crown-6 and raise the temperature to 85 degrees Celsius for 3 hours; then add 42.8g of 1-bromoundecane dropwise and heat up Reaction at 110° C. for 8 hours; extraction after liquid separation, combined organic phases, concentration, and high vacuum distillation to obtain 32.4 g of a product with a purity of 99%.

Embodiment 2

[0034] Embodiment 2: Pilot-scale scale-up preparation

[0035] A kind of synthetic method of 2-undecyloxy-1-ethanol, specifically comprises the following steps:

[0036] (1) Add 1#16.38kg ethylene glycol, 1.5kg potassium hydroxide 2#, 290g homogeneous catalyst 18guan-63# to the 30L reactor in sequence, heat up and stir to 85°C for 32h;

[0037] (2) Add 4# dropwise to the reactor, heat up to 110°C after the dropwise addition, reflux and stir the reaction, take samples every 2h and react for 5h; detect the progress of the reaction;

[0038] (3) Stop the reaction when the reaction raw material is below 10%, and the reaction by-product diether is below 9%;

[0039] (4) Add 5L of water to the reaction solution, stir to inactivate, and separate the liquids; the aqueous phase is extracted with 5L*3PE, and all organic phases are combined, dried by adding 3.0kg of anhydrous sodium sulfate, concentrated to dryness under reduced pressure, and finally obtained 5.1kg of crude product, th...

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Abstract

The invention discloses a synthesis method of 2-undecyloxy-1-ethanol, and belongs to the technical field of chemical production. According to the method, 1-bromo-undecane and ethylene glycol are used as initial raw materials, common strong base is added, and after heating, a one-pot method is adopted for reaction to finally synthesize the 2-undecyloxy-1-ethanol. The synthesis method disclosed by the invention is mild and controllable in reaction condition, mainly adopts cheap raw materials, is low in product cost and high in reaction yield, and can be suitable for industrial large-scale production, and the product content can reach 99% or above (GC detection). In addition, the 2-undecyloxy-1-ethanol synthesized by the method can be used as a sex pheromone component of the monochamus alternatus hope, and can be prepared into a lure to be combined with a trap to effectively trap male monochamus alternatus hope. Therefore, the method disclosed by the invention has great market application and popularization prospects.

Description

technical field [0001] The invention belongs to the technical fields of chemical production and green pesticide synthesis, and relates to a method for synthesizing a novel sex pheromone component of the monochamus alternatus. In particular, it relates to a synthesis method of 2-undecyloxy-1-ethanol and its application in the sex pheromone component of the pine monochamus. Background technique [0002] Monochamus is an important stem-boring pest of Chinese pine trees, and it is also the main vector insect of pine wood nematode, a devastating disease of pine trees. As an important forestry quarantine pest, its larvae damage the phloem and xylem of the transporting tissue of weakened pine trees, destroying the transportation of water and nutrients, and causing the wood to die. In the process of feeding and supplementing nutrients, the adults invade the pine tree with pine xylophilus by gnawing on the twigs, causing the pine tree to be infected by the wound, resulting in the gr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/16C07C43/13A01N31/02A01P19/00
CPCC07C41/16A01N31/02C07C43/13
Inventor 吕卫鹏崔艮中徐文泉陈海勋吴朋
Owner PHEROBIO TECHNOLOGY CO LTD
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