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Preparation method of chiral Salen-Co(III) catalyst loaded by utilizing Merrifield resin

A catalyst and chirality technology, applied in the field of catalyst preparation, can solve the problems of complex preparation process, easy shedding of active atoms, catalyst deactivation, etc., and achieve the effects of reducing reaction conditions, low price and high load capacity

Inactive Publication Date: 2016-06-01
JILIN INST OF CHEM TECH
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Problems solved by technology

However, the preparation process of the catalyst is complicated, lengthy, and the active atoms are easy to fall off during the hydrolysis resolution process, and the catalyst is deactivated.

Method used

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  • Preparation method of chiral Salen-Co(III) catalyst loaded by utilizing Merrifield resin

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Embodiment Construction

[0017] The present invention will be further described below in conjunction with the accompanying drawings and specific embodiments, which are not limited by the embodiments.

[0018] Specific implementation plan:

[0019] (1) Preparation of Merrifield resin base-salicylaldehyde (product 1):

[0020] Take 10g (11mmol) Merrifield resin (100~200 mesh, 1.1mmol / g), 10g anhydrous AlCl 3 , put into a three-neck flask containing a mixed solvent of 30ml tetrahydrofuran (THF) and 4ml nitrobenzene and stir, and swell for 30~60min at a temperature of 20°C. After dissolving 1.22g (10mmol) salicylaldehyde in 10ml tetrahydrofuran (THF), slowly add it dropwise to the above mixture, and heat to reflux at 66°C for 5~6h. After cooling to room temperature and filtering, the solid matter was washed successively with 1 mol / L hydrochloric acid, methanol, distilled water and methanol, and dried under normal pressure to obtain product 1.

[0021] (2) Preparation of chiral 4-Merrifield resinyl-2-(1...

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Abstract

The invention relates to a preparation method of a catalyst, in particular to a preparation method of a chiral Salen-Co(III) catalyst loaded by utilizing Merrifield resin. The preparation method comprises the following steps: utilizing Friedel-Crafts alkylation reaction, and taking the Merrifield resin and a salicylic aldehyde solution as raw materials to obtain Merrifield resin-based salicylic aldehyde; then enabling reaction with (1R, 2R)-(-)1,2-cyclohexanediamine and 3-5-di-tert-butyl salicylaldehyde to prepare a Merrifield resin-loaded chiral Salen ligand; through complexing with Co(OAc)2*4H2O, oxidizing to obtain the Merrifield resin-loaded chiral Salen-Co(III) catalyst; the catalyst is applied to the hydrolytic resolution of chiral epichlorohydrin. The preparation method provided by the invention is environment-friendly, free from pollution and obvious in economic benefits and easy to industrialize and has an important significance in the production development of hydrolytic kinetic resolution of a terminal epoxy compound as well as the technical progress.

Description

technical field [0001] The invention relates to a method for preparing a catalyst, in particular to a method for preparing a chiral Salen-Co(Ⅲ) catalyst loaded with Merrifield resin. Background technique [0002] (Salen)-Co complexes are playing an increasingly important role in the asymmetric synthesis of natural products and drug molecules. The hydrolytic kinetic resolution of terminal epoxy compounds is one of its important applications, and it has become a new trend in asymmetric catalysis in recent years. A very active field of research. More importantly, as an asymmetric catalyst, the chiral (Salen)-Co complex has broad application prospects not only in the field of scientific research, but also in industrial production. Although the above-mentioned homogeneous catalysts have high catalytic activity and good enantioselectivity, their large-scale application is limited because they are difficult to separate from the product and difficult to recycle. At present, the he...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C29/10C07C31/42
CPCB01J31/182B01J2231/487B01J2531/0252B01J2531/845C07B2200/07C07C29/106C07C31/42Y02P20/50Y02P20/52
Inventor 计海峰王卫东王国胜郑娣莲刘放张振坤刘保雷
Owner JILIN INST OF CHEM TECH
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