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Supported catalyst and preparation method thereof

A technology of supported catalysts and compounds, which is applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc. Rate and enantioselectivity decline and other issues

Inactive Publication Date: 2014-10-29
ZHEJIANG HISOAR PHARMA +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the above method has solved the recovery problem of the catalyst, it has also brought about the problem of the decline of the catalytic effect.
The study found that the specific surface area of ​​the above carrier may be too small, and many pores inside the catalyst will prevent the entry of reaction substrates and reagents, thus resulting in a decrease in reaction yield and enantioselectivity

Method used

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  • Supported catalyst and preparation method thereof
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  • Supported catalyst and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080]

[0081] The experimental device is mainly a three-neck flask. In order to stir fully, mechanical stirring is used, and the system is protected with nitrogen. Place the accurately weighed compound of formula 5 (14.8g, 10mmol, 0.68mmol / g as imidazole), the compound of formula 1 (12mmol) and 80mL of toluene in a flask, place the flask in an oil bath, stir at a high speed, and reflux the reaction After 24 hours, add an external magnetic field, pour the liquid, and then add 15 mmol of Mn(OAc) 2 4H 2 O, 60mL absolute ethanol, after reflux for 1 hour, add lithium chloride (15mmol) to continue the reflux reaction for 1 hour, add a magnetic field, pour the liquid, add 100mL methanol, NaBF 4 (15 mmol) after reflux reaction for 10 hours, a magnetic field was added, the liquid was poured, and the obtained solid liquid was washed 3 times with anhydrous ether, and dried in vacuum at 60° C. for 5 hours to obtain 14.1 g of a light yellow solid. After elemental analysis, the loadi...

Embodiment 2

[0083]

[0084] The experimental device is mainly a three-neck flask. In order to stir fully, mechanical stirring is used, and the system is protected with nitrogen. Place the accurately weighed compound of formula 5 (14.8g, 10mmol, 0.68mmol / g in terms of imidazole), the compound of formula 2 (15mmol) and 80mL of toluene in a flask, place the flask in an oil bath, stir at a high speed, and reflux the reaction After 24 hours, add an external magnetic field, pour the liquid, and then add 15 mmol of Mn(OAc) 2 4H 2 O, 80mL of absolute ethanol, add lithium chloride (15mmol) after reflux for 1 hour and continue to reflux for 1 hour, add a magnetic field, pour the liquid, add 100mL of methanol, LiNTf 2 (15 mmol) after reflux reaction for 24 hours, a magnetic field was added, the liquid was poured, and the obtained solid liquid was washed three times with anhydrous ether, and dried in vacuum at 60° C. for 5 hours to obtain 14.6 g of a light yellow solid. After elemental analysis,...

Embodiment 3

[0086]

[0087] The experimental device is mainly a three-neck flask. In order to stir fully, mechanical stirring is used, and the system is protected with nitrogen. Place accurately weighed compound of formula 6 (15.6g, 10mmol, 0.64mmol / g in terms of imidazole), compound of formula 3 (13mmol) and 80mL of toluene in a flask, place the flask in an oil bath, stir at a high speed, and reflux the reaction After 24 hours, add an external magnetic field, pour the liquid, and then add 15 mmol of Mn(OAc) 2 4H 2 O, 80mL absolute ethanol, after reflux for 1 hour, add lithium chloride (15mmol) to continue the reflux reaction for 1 hour, add a magnetic field, pour the liquid, add 110mL methanol, KPF 6(15 mmol) after reflux reaction for 12 hours, a magnetic field was added, the liquid was poured, and the obtained solid liquid was washed 3 times with anhydrous ether, and dried in vacuum at 60° C. for 5 hours to obtain 13.9 g of a light yellow solid. According to elemental analysis, the...

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Abstract

The invention provides a supported catalyst with the structural formula I shown in the specification. In the formula I, a carrier is superparamagnetic nanoparticles or superparamagnetic nanoparticles wrapped by silicon dioxide; M is metal ions, X<-> is inorganic or organic negative ions; R<1> is C1-C6 alkyl, halogen substituted C1-C6 alkyl, C6-C12 aryl, halogen or C1-C6 alkyl substituted C6-C12 aryl, halogen or C1-C4 alkoxy; R<2> and R<3> are respectively C1-C6 alkyl or C6-C12 aryl, or R<2> and R<3> are connected with each other to form -(CH2)3- or -(CH2)4-; a linker is a connector. The invention further discloses a preparation method of the supported catalyst. The supported catalyst can be used as a chiral catalyst for asymmetric epoxidation reaction.

Description

technical field [0001] The invention relates to the field of novel chemical materials and preparation technology, in particular to a novel supported chiral catalyst and a preparation method thereof, which can be used in asymmetric epoxidation reactions. Background technique [0002] In the synthesis of pharmaceuticals and pesticides, asymmetric epoxidative addition of alkenes has become an important technique for the preparation of key chiral intermediates. The obtained chiral epoxides are relatively easy to convert into various chiral synthetic cuts, such as alcohols, diols, and aminoalcohols. [0003] As early as the 19th century, the Salen manganese reagent (also known as the Jacobsen-Katsuki catalyst) was used in the stereoselective epoxidation of alkenes as a homogeneous catalyst. [0004] Considering the characteristics of heterogeneous catalysts, such as easy recycling, good reusability and convenient post-treatment, many chemists have loaded Jacobsen-Katsuki catalys...

Claims

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Application Information

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IPC IPC(8): B01J31/28C07D303/36C07D301/14
Inventor 应安国张群辉蒋志斌李维金苏国平陈文洁胡华南吕祖平
Owner ZHEJIANG HISOAR PHARMA
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