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A millimeter sphere catalyst for one-step synthesis of chiral alcohols and chiral esters from acetophenone

A technology of chiral alcohol and acetophenone, which is applied in the field of millimeter sphere catalysts, can solve problems such as difficult to achieve high-efficiency coupling, and achieve the effects of enhanced stability, simple preparation method, and mild conditions

Active Publication Date: 2021-11-19
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the existing systems mainly rely on mechanical mixing of two catalysts, or the preparation of metal-enzyme hybrid catalysts. These methods are difficult to achieve efficient coupling and continuous reaction.

Method used

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  • A millimeter sphere catalyst for one-step synthesis of chiral alcohols and chiral esters from acetophenone
  • A millimeter sphere catalyst for one-step synthesis of chiral alcohols and chiral esters from acetophenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A kind of preparation method of the millisphere catalyst of one-step synthetic chiral alcohol, chiral ester by acetophenone, comprises the following steps:

[0031] (1) Weigh 200 mg of mesoporous silica powder, ultrasonically disperse it in 50 mL of deionized water; then add 1.87 mL of Na with a concentration of 20 mmol / L dropwise 2 PdCl 4 aqueous solution, after stirring continuously for 4 hours at 30°C, add 4 mL of 0.1 mol / L sodium borohydride aqueous solution, and Pd 2+ The ions were reduced to zero-valent Pd nanoparticles; finally, the mixture was centrifuged, washed three times with deionized water and absolute ethanol, and dried in a vacuum oven at 60°C for 8 hours to obtain silicon oxide nanoparticles loaded with metal nano-Pd .

[0032] (2) Weigh 0.5g of octyltrimethoxysilane-modified silicon oxide, soak it with absolute ethanol for 10min; then disperse it in 37.5mL of phosphate buffered saline solution with a pH value of 8.0, add 7.5mL of Antarctic fake with ...

Embodiment 2

[0037] A kind of preparation method of the millisphere catalyst of one-step synthetic chiral alcohol, chiral ester by acetophenone, comprises the following steps:

[0038] (1) Weigh 200 mg of mesoporous silica powder, ultrasonically disperse it in 50 mL of deionized water; then add 1.87 mL of Na with a concentration of 20 mmol / L dropwise 2 PdCl 4Aqueous solution, after stirring continuously for 6 hours at 30°C, add 2mL of 0.1mol / L sodium borohydride aqueous solution, and Pd 2+ The ions were reduced to zero-valent Pd nanoparticles; finally, the mixture was centrifuged, washed three times with deionized water and absolute ethanol, and dried in a vacuum oven at 80°C for 6 hours to obtain silicon oxide nanoparticles loaded with metal nano-Pd .

[0039] (2) Weigh 0.5g of octyltrimethoxysilane-modified silicon oxide, soak it with absolute ethanol for 5min; then disperse it in 37.5mL of phosphate buffered saline solution with a pH value of 8.0, add 7.5mL of Antarctic fake with a co...

Embodiment 3

[0044] A kind of preparation method of the millisphere catalyst of one-step synthetic chiral alcohol, chiral ester by acetophenone, comprises the following steps:

[0045] (1) Weigh 200 mg of mesoporous silica powder, ultrasonically disperse it in 50 mL of deionized water; then add 2.505 mL of Na with a concentration of 20 mmol / L dropwise 2 PdCl 4 aqueous solution, after stirring continuously for 4 hours at 30°C, add 6 mL of 0.1 mol / L sodium borohydride aqueous solution, and Pd 2+ The ions were reduced to zero-valent Pd nanoparticles; finally, the mixture was centrifuged, washed three times with deionized water and absolute ethanol, and dried in a vacuum oven at 60°C for 8 hours to obtain silicon oxide nanoparticles loaded with metal nano-Pd .

[0046] (2) Weigh 1g of octyltrimethoxysilane-modified silica, soak it with absolute ethanol for 10min; then disperse it in 75mL of phosphate buffered saline solution with a pH value of 8.0, add 7.5mL of Candida antarctica with a conc...

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Abstract

The invention belongs to the field of catalytic materials, in particular to a millimeter sphere catalyst for one-step synthesis of chiral alcohols and chiral esters from acetophenone. Metals and enzymes are assembled inside the catalyst, the particle size is 0.9-3.0mm, and the mechanical strength is as high as 3.0-15.0N. The silicon oxide nanoparticles were added into deionized water and stirred evenly to obtain a two-component silicon oxide mixed solution; the two-component silicon oxide mixed solution was continuously dropped on the tiled superhydrophobic silicon oxide powder, and rolled slowly to form a Droplet millimeter spheres with a hydrophobic shell of silicon oxide; the droplet millimeter spheres were collected and dried slowly; finally rinsed with acetone and dried in vacuum to obtain millimeter spheres encapsulating metal-enzyme dual catalysts, which can be directly loaded into immobilized One-step synthesis of chiral alcohols and chiral esters from acetophenone in a bed reactor.

Description

technical field [0001] The invention belongs to the field of catalytic materials, in particular to a millimeter sphere catalyst for one-step synthesis of chiral alcohols and chiral esters from acetophenone. Background technique [0002] One-step tandem synthesis of chiral products is an important way to realize green and efficient processes, because there is no need to separate intermediate products, it can overcome equilibrium limitations, improve reaction efficiency, and reduce by-products. In one-step tandem catalytic reactions, multifunctional catalysts with different activities usually require dual-cascade and multi-component processes, metal-enzyme catalysts are a new class of catalysts composed of enzymes and metal nanoparticles, which have the functions of chemical and biochemical catalysts, Can be used in chemical enzyme cascade reaction. However, each catalytic active center requires different media. Metals tend to be high temperature and organic solvents, while e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12N11/14C12P41/00C12P7/22C07C67/03C07C69/157C07C29/88C07C29/145C07C33/22B01J35/08B01J35/02B01J35/00B01J33/00B01J23/44
CPCB01J33/00B01J23/44C12N11/14C12N9/20C12P41/001C12P41/004C12P7/22C12Y301/01003C07C29/145C07C67/03C07C29/88C07B2200/07B01J35/393B01J35/40B01J35/51C07C33/22C07C69/157
Inventor 杨恒权郭晓苗刘宪
Owner SHANXI UNIV
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