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Synthesis process of N-methylmorpholine

A synthesis process and a technology for methyl morpholine, which are applied in the field of synthesis technology of N-methyl morpholine, can solve the problems that the catalyst preparation process is cumbersome, unsatisfactory, and the reaction temperature is high, so as to improve the industrial application prospect and simplify the Equipment and process requirements, the effect of simple reaction process

Active Publication Date: 2020-09-18
江苏富比亚化学品有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2012, Heshmatollah Alinezhad and others reported the method of using N-methylpyrrole zinc borohydride as a reducing agent to prepare N-methylmorpholine, but the yield was only increased to 88%.
[0009] Hongli Wang, et al reported in ChemComm that the reaction of morpholine with paraformaldehyde and hydrogen, CuAlO x The method for preparing N-methylmorpholine with THF as a solvent under the presence of THF, but its yield is only 79%, which is not satisfactory enough, the catalyst preparation process is cumbersome, and there are problems of high reaction temperature and long reaction time
[0010] In addition, there are attempts to use noble metals such as Au, Ru, Pt, Pd as catalysts and the preparation route of N-methylmorpholine, which has a complicated and complicated preparation process, and the cost is too high.

Method used

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  • Synthesis process of N-methylmorpholine

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] as attached figure 1 The reaction formula is shown as:

[0048] 50g morpholine, 25g water are joined in the reactor;

[0049] The temperature of the reaction kettle was raised to 85°C, 55g of paraformaldehyde was added, stirred, and kept warm for 5 hours until no tail gas flowed out, and the reaction was completed.

[0050] Cool down to 30°C, add 10g of sodium chloride to the reaction kettle, the system is layered, the upper organic phase is rectified and purified, and the lower aqueous phase is used in the next batch to obtain N-methylmorpholine with a yield of 98.7% per pass, with a purity of 99.3%, as light yellow liquid.

[0051] After detection, its GC-MS analysis molecular weight is 101.15, through 1 H-NMR detection confirmed that it was N-methylmorpholine.

Embodiment 2

[0053] 50g morpholine, 28g water are joined in the reactor;

[0054] The temperature of the reaction kettle was raised to 85° C., 58 g of paraformaldehyde was added, and stirred and kept for 6 hours until no tail gas flowed out, and the reaction was completed.

[0055] Cool down to 30°C, add 10g of sodium chloride to the reaction kettle, the system is layered, the upper organic phase is rectified and purified, and the lower aqueous phase is used in the next batch to obtain N-methylmorpholine with a yield of 99.2% per pass, with a purity of 99.5% %, it is light yellow liquid.

[0056] After detection, its GC-MS analysis molecular weight is 101.15, through 1 H-NMR detection confirmed that it was N-methylmorpholine.

Embodiment 3

[0058] Concrete operation is identical with embodiment 2, and difference is that morpholine, water, paraformaldehyde join in the reactor simultaneously.

[0059] Yield per pass is 87.3%, purity 98.3%, it is light yellow liquid. At the same time, 4.3% N-formylmorpholine was obtained by separation.

[0060] After detection, its GC-MS analysis molecular weight is 101.15, through 1 H-NMR detection confirmed that it was N-methylmorpholine.

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Abstract

The invention relates to a synthesis process of N-methylmorpholine. The synthesis process comprises the following steps: adding morpholine and water into a reaction kettle, carrying out heating to 80-90 DEG C, adding paraformaldehyde, and preserving heat until a reaction is finished; and carrying out post-treatment to obtain a finished N-methylmorpholine product. According to the method, high-selectivity high-yield preparation of the N-methylmorpholine with a purity larger than or equal to 99.9% is realized, no by-product is generated, and the generation of three wastes is reduced.

Description

technical field [0001] The invention relates to the field of fine chemicals, in particular to a synthesis process of N-methylmorpholine. Background technique [0002] N-methylmorpholine is a heterocyclic tertiary amine and an important chemical raw material. It can be used as a catalyst for the production of polyurethane foam, a catalyst for pharmaceutical synthesis and organic synthesis, and can also be used for pesticides, surfactants, emulsification Fine chemical products such as solvents and corrosion inhibitors can also be used as solvents and extractants. [0003] There are mainly four kinds of N-methylmorpholine synthetic routes, (1) morpholine methylation method (2) diethylene glycol method (3) diethylene glycol amine method (4) dichloroethyl ether method, the above several Synthesis requires high temperature, high pressure and the use of catalysts. The process conditions are harsh and the requirements for equipment are high. Among them, the morpholine methylation ...

Claims

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Application Information

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IPC IPC(8): C07D295/023C07D295/03
CPCC07D295/023C07D295/03
Inventor 胡飞李焕成吴邦元杨钦
Owner 江苏富比亚化学品有限公司
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