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Method for transferring C=N double bonds by chlorella

A technology of chlorella and Schiff base, applied in the field of chemistry, can solve the problems of environmental pollution and high cost, and achieve the effects of environmental friendliness, low cost and mild reaction conditions

Active Publication Date: 2020-07-10
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The present invention aims at the problem that the existing double bond transfer method uses acid or alkali, which causes certain pollution to the environment and high cost, and provides a kind of chlorella in C=N double bond transfer method of Schiff base formed by the reaction of furfural and benzhydrylamine under light irradiation

Method used

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  • Method for transferring C=N double bonds by chlorella
  • Method for transferring C=N double bonds by chlorella

Examples

Experimental program
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Embodiment

[0020] In the first step, furfural (0.961 g, 10.0 mmol), diphenylmethylamine (1.22 g, 6.7 mmol), and dichloromethane (9.61 g) were added to the reaction flask, and the reaction was refluxed, and the end point of the reaction was tracked by TLC. When the diphenylmethylamine is consumed, stop heating, distill under reduced pressure, and recrystallize the concentrate from ethanol to obtain the Schiff base formed by furfural and diphenylmethylamine.

[0021] In the second step, the Schiff base (1.00 g, 5.5 mmol), chlorella (5 g), and ethyl acetate (20.00 g) formed by the furfural obtained in the first step and diphenylmethylamine were added to the reaction flask, Under light at room temperature, TLC followed the reaction end point. When the spots of the Schiff base raw material formed by furfural and diphenylmethylamine completely disappear, the C=N double bond of the Schiff base is completely transferred, and the light is stopped to obtain the product after the transfer of the C=...

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Abstract

The invention discloses a method for transferring C=N double bonds by chlorella, which belongs to the field of chemistry, and can solve the problems of certain pollution to the environment and highercost due to the use of acid or alkali in the existing double bond transfer method, and diphenyl methylamine is very active primary amine and is easy to react with aldehyde and ketone to generate Schiff base, so that the diphenyl methylamine can be used as an active aminating agent for preparing other amines. According to the method, diphenyl methylamine and furfural are used for forming Schiff base, then chlorella is added, and [1, 3]-proton transfer can be promoted through illumination. The method is environment-friendly and low in cost, the chlorella is easy to culture and obtain, and acid or alkali which easily causes pollution is not used.

Description

technical field [0001] The invention belongs to the field of chemistry, and in particular relates to a method for transferring C=N double bonds in chlorella. Background technique [0002] Many fundamental processes in living organisms are not only linked to electron transport, but also to the transfer of protons. [1,3]-Proton transfer (PT) is one of the most basic and important processes in chemical and biological processes, so the research on proton transfer has been widely concerned by researchers at home and abroad in recent decades. [1,3]-Proton transfer is a common way of molecular isomerization in organic chemical reactions. The reaction of aldehydes or ketones with primary amines generates C=N double bonds, and [1,3]-proton transfer occurs under the action of catalysts, and further hydrolysis produces new primary amines. This is one of the ways to convert aldehydes or ketones into primary amines. Both acids and bases can catalyze [1,3]-proton transfer from the C=N ...

Claims

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Application Information

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IPC IPC(8): C07D307/52
CPCC07D307/52
Inventor 邢俊德周易赵建平祝方李兴麻啸涛
Owner TAIYUAN UNIV OF TECH
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