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Preparation method for morpholine derivative

A technology of morpholine ethylamine and compounds, which is applied in the field of preparation of morpholine derivatives, that is, N--2-morpholine ethylamine, can solve problems such as synthesis difficulties and achieve the effect of an efficient synthesis method

Inactive Publication Date: 2017-06-16
湖南华腾制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of N-(4-bromobenzyl)-2-morpholine ethylamine is relatively difficult at present

Method used

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  • Preparation method for morpholine derivative
  • Preparation method for morpholine derivative
  • Preparation method for morpholine derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0014] (1) Synthesis of (2-chloro-N-acetamido)-4-bromobenzylamine

[0015] 12g of 4-bromobenzylamine was added to 120ml of dichloromethane, cooled to 0°C, chloroacetyl chloride was added dropwise, stirred for 3 hours, water was added for extraction, liquid separation, drying, concentration, and the residue was separated on a column to obtain 14g ( 2-Chloro-N-acetamido)-4-bromobenzylamine.

[0016] (2) Synthesis of (2-morpholine-N-acetamido)-4-bromobenzylamine

[0017] 14g (2-chloro-N-acetamido)-4-bromobenzylamine was added to 110ml of N,N-dimethylformamide, 6g of potassium carbonate and 8g of morpholine were added, heated to reflux overnight, and cooled to Room temperature, concentrated, then added water and dichloromethane, extracted and separated, collected the organic phase, separated, dried and concentrated, and the residue was separated on a silica gel column to obtain 17g (2-morpholine-N-acetamido)-4- Bromobenzylamine.

[0018] (3) Synthesis of N-(4-bromobenzyl)-2-mor...

Embodiment 2

[0021] (1) Synthesis of (2-chloro-N-acetamido)-4-bromobenzylamine

[0022] 10g of 4-bromobenzylamine was added to 120ml of tetrahydrofuran, cooled to 5°C, chloroacetyl chloride was added dropwise, stirred for 4 hours, water was added for extraction, liquid separation, drying, concentration, and the residue was separated on a column to obtain 11g (2- Chloro-N-acetamido)-4-bromobenzylamine.

[0023] (2) Synthesis of (2-morpholine-N-acetamido)-4-bromobenzylamine

[0024] Add 11g (2-chloro-N-acetamido)-4-bromobenzylamine to 100ml toluene, add 5.7g triethylamine and 6.3g morpholine, heat to reflux overnight, cool to room temperature, concentrate, and Add water and ethyl acetate, extract and separate, collect the organic phase, separate, dry, concentrate, and separate the residue on a silica gel column to obtain 12.9 g of (2-morpholine-N-acetamido)-4-bromobenzylamine .

[0025] (3) Synthesis of N-(4-bromobenzyl)-2-morpholine ethylamine

[0026] Add 12.9g of (2-morpholine-N-aceta...

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Abstract

The invention especially relates to a preparation method for a morpholine derivative, i.e., N-(4-bromobenzyl)-2-morpholineethylamine, belonging to the field of organic synthesis. According to the method, 4-bromobenzylamine is used as a starting raw material and subjected to acylation, nucleophilic substitution and reduction so as to prepare the morpholine derivative. The prepared morpholine derivative can enrich organic-synthesis molecule building blocks.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and particularly relates to a method for preparing a morpholine derivative, namely N-(4-bromobenzyl)-2-morpholine ethylamine. [0002] technical background [0003] Compound N-(4-bromobenzyl)-2-morpholine ethylamine, the structural formula is: [0004] [0005] The present compound N-(4-bromobenzyl)-2-morpholine ethylamine and related derivatives are widely used in medicinal chemistry and organic synthesis. Currently, the synthesis of N-(4-bromobenzyl)-2-morpholine ethylamine is relatively difficult. Therefore, it is necessary to develop a synthetic method with easy-to-obtain raw materials, convenient operation, easy-to-control reaction and suitable overall yield. Contents of the invention [0006] The invention discloses a method for preparing N-(4-bromobenzyl)-2-morpholine ethylamine, which uses 4-bromobenzylamine as a starting material, undergoes acylation, nucleophilicity, reduction, an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/13C07D295/15
CPCC07D295/13C07D295/15
Inventor 不公告发明人
Owner 湖南华腾制药有限公司
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