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A kind of method for preparing enol through partial hydrogenation of acetylenic alcohol

A technology for hydrogen preparation and alkynol, applied in the field of production of VE main intermediates, can solve the problems of increased equipment investment, difficult separation, etc., and achieves the effect of no influence on quality and odor

Active Publication Date: 2021-12-10
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Quinoline is usually separated from the product by rectification, which is difficult to separate and increases equipment investment

Method used

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  • A kind of method for preparing enol through partial hydrogenation of acetylenic alcohol
  • A kind of method for preparing enol through partial hydrogenation of acetylenic alcohol
  • A kind of method for preparing enol through partial hydrogenation of acetylenic alcohol

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] First, add 224.4 g of tetrahydro dehydronerolidol, 2 g of palladium-calcium carbonate catalyst, 1.0 g of acetone dimethyl acetal, and 250 g of heptane into the autoclave, seal the autoclave, and replace it with nitrogen for 3 times, then press it to 3.0 MPa with nitrogen After confirming that the autoclave is well sealed, evacuate the nitrogen, replace it with hydrogen containing 500ppm carbon monoxide for 6 times, turn on the stirring paddle, keep the hydrogen pressure at 0.1MPa, and keep the inner temperature of the reactor at 30°C for 3 hours. After the stirring was stopped and the air was vented, the reaction solution was analyzed by GC. The composition of the reaction solution was: 97.8% nerolidol, 1.4% tetrahydrodehydronerolidol, 0.6% dihydronerolidol, and 0.2% others. Filter the reaction liquid, add 0.5 g of pure water, and distill at 90°C to remove the solvent heptane and ketal, then raise the temperature to 160°C, and distill at 1KPa to obtain 224.3g of product ...

Embodiment 2

[0036] First, add 294.5g of dehydroisophytol, 1.5g of palladium-calcium carbonate catalyst, 2.0g of acetonide, and 250g of heptane into the autoclave, seal the autoclave, and replace the nitrogen gas three times, then press the nitrogen gas to 3.0MPa to confirm the autoclave After the sealing is good, the nitrogen is evacuated, replaced with hydrogen containing 1000ppm carbon monoxide for 6 times, the stirring paddle is turned on, the hydrogen pressure is kept at 0.15MPa, and the inner temperature of the reactor is kept at 30°C for 3 hours. After the stirring was stopped and the air was vented, the reaction solution was analyzed by GC. The composition of the reaction solution was: 97.2% isophytol, 1.6% dehydroisophytol, 0.5% dihydroisophytol, and 0.7% others. Filter the reaction liquid, add 0.5 g of pure water, and distill at 110°C to remove the solvent heptane and ketal, then raise the temperature to 160°C, and distill at 500 Pa to obtain 293.8 g of product liquid.

[0037] I...

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Abstract

The invention provides a method for preparing enol from acetylenic alcohol through partial hydrogenation. By adding acetal and / or ketal substances, the efficient conversion of acetylenic alcohols can be realized, the product has high selectivity and is easy to separate from the catalytic system, and the operation is simple.

Description

technical field [0001] The invention relates to a method for producing VE main intermediate, DV chrysanthemic acid (pyrethrin intermediate), vitamin A, vitamin K1, carotenoid intermediate and spices. Specifically, it is a method for preparing enols through selective hydrogenation of acetylenic alcohols. Background technique [0002] Enol is a method for producing intermediates and chemical products in fine chemical industry. It is mainly used in the production of VE main intermediates, DV chrysanthemic acid (pyrethrin intermediate), synthetic vitamin A, vitamin K1, carotenoid intermediates, and synthetic rubber Monomers and Fragrances. [0003] Its general reaction formula is: [0004] [0005] Among them, R 1 , R 2 For hydrogen or hydrocarbon group. [0006] The catalyst widely used in industry for the selective hydrogenation of acetylenic alcohols is Lindlar catalyst. This type of catalyst is to precipitate metal palladium on a carrier such as barium sulfate or ca...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/17C07C33/02C07C33/025C07C33/03
CPCC07C29/17C07C33/02C07C33/025C07C33/03
Inventor 鲍元野张永振黎源
Owner WANHUA CHEM GRP CO LTD
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