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Method for preparing beta-amino-carbonyl compounds

A technology of aminocarbonyl and compound, which is applied in the field of preparation of organic polymer compounds, can solve problems such as side reactions and decomposition, and achieve the effect of mild reaction conditions

Inactive Publication Date: 2013-12-11
GUANGDONG UNIV OF PETROCHEMICAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the removal process is carried out under strong oxidative conditions, many substrates will decompose or have side reactions under these conditions

Method used

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  • Method for preparing beta-amino-carbonyl compounds
  • Method for preparing beta-amino-carbonyl compounds
  • Method for preparing beta-amino-carbonyl compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add 4ml of acetone, 0.5mmol of p-toluenesulfonylimide compound, and 0.15mmol of L-proline into a 25ml round bottom flask, stir at room temperature, and detect the completion of the reaction on a silica gel GF254 thin plate. Add 10ml of distilled water and stir, a white solid appears, filter with suction, and wash with water 4 times to obtain the target product.

[0020] Wherein the chemical structural formula of this p-toluenesulfonylimide compound is:

[0021]

[0022] In the formula, R is H.

[0023] The chemical structural formula of target product is:

[0024]

[0025] In the formula, R is H.

Embodiment 2

[0026] Embodiment two: with embodiment one, just adopt the p-toluenesulfonylimide compound of following chemical structural formula:

[0027]

[0028] In the formula, R is CH 3 .

[0029] The chemical structural formula of target product is:

[0030]

[0031] In the formula, R is CH 3 .

Embodiment 3

[0032] Embodiment three: with embodiment one, just adopt the p-toluenesulfonylimide compound of following chemical structural formula:

[0033]

[0034] In the formula, R is CH 3 O.

[0035] The chemical structural formula of target product is:

[0036]

[0037] In the formula, R is CH 3 O.

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Abstract

The invention provides a method for preparing beta-amino-carbonyl compounds. The method comprises the following steps of stirring toluenesulfonyl imine-type compounds, acetone and amino acid at room temperature, detecting whether the reaction is completed by using a silica gel GF254 sheet, adding distilled water into the mixture, stirring the mixture to generate white solids, performing suction-filtration on the white solids, and water-washing to obtain the targeted product. The method has the advantages that reaction is performed at normal temperature under normal pressure, and reaction conditions are mild; the acetone is used as both a reactant and a solvent, and other solvents are unnecessary; the aftertreatment of the targeted product is simple; and the industrialization of the method is very easily realized.

Description

technical field [0001] The invention relates to a preparation method of an organic polymer compound, in particular to a preparation method of a β-aminocarbonyl compound. Background technique [0002] The Mannich reaction is considered to be one of the most useful methods for the preparation of β-aminocarbonyl compounds. Since List et al. reported that L-proline catalyzed the three-component Mannich reaction of ketones, aldehydes, and aromatic amines, L-proline catalysis has been widely used in the synthesis of nitro-containing compounds such as amino acids or aminoalcohols. Although L-proline catalysis is often used as a Mannich reaction catalyst in scientific research and industrial production, its limitation is that aniline must be used as the amine component. Although electron-rich p-methoxyphenyl (PMP) can also be used as a protecting group to remove it conveniently and efficiently to obtain NH 2 -base. However, since the removal process is carried out under strong ox...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C311/16C07C311/17C07C303/40
Inventor 康新平吴鹏周天
Owner GUANGDONG UNIV OF PETROCHEMICAL TECH