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Method for preparing recyclable chiral catalyst and application thereof

A chiral catalyst and solution technology, applied in the field of chiral catalyst preparation, can solve the problems of non-recyclable reaction cost burden, reduce catalyst catalytic activity, etc.

Inactive Publication Date: 2011-08-10
SHAOXING UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of the small molecule catalyst itself and its non-recyclability also bring a burden to the reaction cost, and the supported heterogeneous catalyst can improve the catalyst utilization without reducing the catalytic activity of the catalyst, so the study of the recyclable load The preparation method of type chiral catalyst is of great significance

Method used

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  • Method for preparing recyclable chiral catalyst and application thereof
  • Method for preparing recyclable chiral catalyst and application thereof
  • Method for preparing recyclable chiral catalyst and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Example 1: Preparation of proline-loaded nanofiber membrane catalyst

[0014] 10g of acetic acid solution with 7% polyvinyl alcohol content and 0.07g of L-proline were stirred evenly, then put into a syringe, and electrospun to form a fiber membrane with nanostructure, the spinning voltage was 10 kV, and the receiving distance was 15cm. Then the membrane was vacuum-dried at 60° C. to obtain a proline-loaded nanofiber membrane, and then the obtained membrane was stirred in triethylamine-dichloromethane solution for half an hour, and then vacuum-dried at 70° C. to obtain a catalyst.

Embodiment 2

[0015] Embodiment 2: the condensation reaction of catalytic 4-cyanobenzaldehyde and acetone

[0016] 4-Cyanobenzaldehyde (1mmol, 131mg) was dissolved in acetone (5mL), and 0.25g of proline membrane catalyst was added, and stirred at room temperature until the aldehyde was completely reacted. with saturated NH 4 Cl dilution, ethyl acetate extraction. The organic layer was dried over anhydrous magnesium sulfate, and then evaporated to remove the solvent. Column chromatography gave the product (4R)-4-(4'-cyanophenyl)-4-hydroxyl-2-butanone, with a yield of 88.2% and an ee value of 71.8%.

Embodiment 3

[0017] Embodiment 3: the recycling of catalyst:

[0018] By cleaning the catalyst after catalyst reaction recovery in Example 2 with acetone, drying, and reusing 3 times after activation, its catalytic activity is detected as shown in Table 1. As can be seen from Table 1, the proline-loaded proline of the present invention After the nanofiber membrane catalyst is reused 3 times, its catalytic efficiency is basically not reduced. The specific data is shown in the table below.

[0019] Table 1: Statistical Table of Catalytic Efficiency after Catalyst Reuse

[0020] batch

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Abstract

The invention discloses a method for preparing a recyclable chiral catalyst and application thereof. The method comprises the following steps of: stirring acetic acid solution of polyvinyl alcohol or dimethyl formamide solution of polyacrylonitrile and a certain amount of proline or proline derivative uniformly, then putting the mixture into an injector, and performing electrostatic spinning to prepare a fiber membrane of a nano structure, wherein the spinning voltage is 10kV and the receiving distance is 15 centimeters; performing vacuum drying on the membrane at the temperature of between 60 and 100 DEG C to obtain a proline carried nano fiber membrane, then stirring the obtained membrane in dichloromethane solution of triethylamine for half an hour, and performing vacuum drying to obtain the catalyst; and sealing and storing the catalyst for later use.

Description

Technical field: [0001] The invention belongs to the field of physical and chemical synthesis, and in particular relates to a preparation method and application of a recyclable chiral catalyst. Background technique: [0002] Optical chiral substances, in addition to natural, artificial synthesis is the main way. Catalytic asymmetric reactions can not only provide a key technology for the preparation of optically pure chiral substances, but also belong to an environmentally friendly green synthesis method. The development of chiral catalysts with high efficiency, high selectivity and high yield has become the core issue in the development of chiral technology. Chiral organic small molecule catalysts are the third important class of chiral catalysts after chiral transition metal catalysts and biocatalysts. Chiral organic small molecule catalysts have the following advantages: 1. On the one hand, organic small molecule catalysis can effectively avoid the pollution of heavy me...

Claims

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Application Information

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IPC IPC(8): B01J31/06B01J31/40C07C255/56C07C253/30D04H1/72D06M13/328D01F6/50D01F6/54D06M101/24D06M101/28
CPCY02P20/584
Inventor 沈永淼
Owner SHAOXING UNIVERSITY
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