Synthesis method of morpholine compounds

A synthesis method and compound technology, which is applied in the field of synthesis of morpholine compounds, can solve problems such as poor environmental protection, and achieve the effects of low cost, mild reaction conditions, and wide application range

Active Publication Date: 2014-12-10
HARBIN INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The object of the invention is to provide a synthetic method of morpholine compounds in order to solve the problem of poor environmental protection of existing morpholine compounds

Method used

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  • Synthesis method of morpholine compounds
  • Synthesis method of morpholine compounds
  • Synthesis method of morpholine compounds

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Experimental program
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specific Embodiment approach 1

[0015] Specific embodiment one: the synthetic method of a kind of morpholine compounds of the present embodiment is carried out through the following steps:

[0016] 1. Add ring nitrogen compound, persulfate and 2-chloroethanol into the reaction vessel, react at room temperature and stirring speed of 400r / min~600r / min for 0.5h~24h to obtain the reaction liquid; The molar ratio of the ring nitrogen compound to the persulfate is 1: (1-2); the molar ratio of the ring nitrogen compound to 2-chloroethanol is 1: (5-10);

[0017] 2. Add a diluent to the reaction solution obtained in step 1 to dilute, then add KOH for cyclization reaction at room temperature for 1h to 2h, then filter, and then concentrate to dryness to obtain a solid; the ring nitrogen described in step 1 The ratio of the molar amount of the compound to the volume of the diluent described in step 2 is 1 mmol: (10-20) mL; the molar ratio of the ring nitrogen compound described in step 1 to the KOH described in step 2 i...

specific Embodiment approach 2

[0024] Specific embodiment 2: The difference between this embodiment and specific embodiment 1 is that the general structural formula of the ring nitrogen compound described in step 1 is where R 1 is aryl, chain or cyclic alkyl, R 2 Aryl, chain or cyclic alkyl. Other steps and parameters are the same as those in the first embodiment.

specific Embodiment approach 3

[0025] Specific embodiment three: this embodiment is different from specific embodiment one or two in that: the persulfate described in step one is sodium persulfate, potassium persulfate or ammonium persulfate. Other steps and parameters are the same as those in Embodiment 1 or 2.

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Abstract

The invention discloses a synthesis method of morpholine compounds, belonging to the field of organic synthesis. The invention aims to solve the problem of poor environment friendliness of the traditional synthesis method of morpholine compounds. The method comprises the steps of firstly, adding heterocyclic nitrogen compounds, persulfate and 2-chlorohydrin into a reaction vessel, and reacting at room temperature; secondly, adding a diluent, then, adding KOH, carrying out cyclization reaction at room temperature, next, filtering, and concentrating to be dry to obtain a solid; and thirdly, carrying out silica gel column chromatographic purification and separation on the solid obtained in the second step by taking a mixed solution composed of petroleum ether and ethyl acetate as an eluant to obtain the morpholine compounds. The synthesis method is capable of realizing reaction at normal temperature and normal temperature, mild in reaction condition, free of inert gas protection and simple in operation; and the persulfate serving as an oxidizing agent is cheap, easy to obtain, free of pollution, safe, environment-friendly and low in cost.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a method for synthesizing morpholine compounds. Background technique [0002] Morpholine is a series of nitrogen-containing heterocyclic compounds that widely exist in nature. Because of its excellent biological and pharmacological properties, morpholine is an important class of organic compounds in organic synthesis. In particular, N- and (or) 2-substituted morpholines have broad-spectrum biological activities and are an important class of candidate new drugs. In addition to its pharmacological utility, morpholines are frequently used as bases, N-alkylating reagents, catalysts, and chiral auxiliaries in a wide variety of organic transformations. Therefore, the research on the synthesis method of morpholine has attracted the attention of more and more scholars. [0003] At present, there are many reports on the synthesis of morpholines from amino acids, aminoalcohols, epoxy com...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D265/30C07D265/36
CPCC07D265/30C07D265/36
Inventor 夏吾炯孙虹南杨超
Owner HARBIN INST OF TECH
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