Method for synthesizing (S)-4-phenyl-2-oxazolidinone by micro-channel reactor

A technology of microchannel reactor and channel reactor, applied in chemical instruments and methods, chemical/physical/physical chemical reactors, organic chemistry, etc., can solve the problems of uncontrollable reaction, high toxicity, unstable thermal effect, etc. Reduced risk, improved purity and improved yields

Active Publication Date: 2020-11-27
HEILONGJIANG XINCHUANG BIOLOGICAL TECH DEV CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The present invention aims at problems such as unstable thermal effect, high toxicity and uncontrollable reaction in the synthesis of (S)-4-phenyl-2-oxazolidinone by using triphosgene in traditional reaction equipment, and provides an intrinsically safe and environmentally friendly preparation (S)-4-Phenyl-2-oxazolidinone method

Method used

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  • Method for synthesizing (S)-4-phenyl-2-oxazolidinone by micro-channel reactor

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Embodiment 1

[0032] The present embodiment provides a kind of method that microchannel reactor synthesizes (S)-4-phenyl-2-oxazolidinone, as figure 1 and figure 2 As shown, the microchannel reactor adopted includes a preheating module, a mixing module, a reaction module group and a quenching module, wherein: the preheating module is connected in series with the reaction module group, the mixing module is connected in series with the reaction module group, and the reaction module group and the quenching module group are connected in series. The off modules are connected in series.

[0033] 1). Weigh 100 g of raw material L-phenylglycinol and 7.5 g of triethylamine dissolved in 2 L of tetrahydrofuran to form material 1, and transport material 1 to the preheating module of the microchannel reactor for preheating;

[0034] 2). 87 g of triphosgene was weighed and dissolved in 1.5 L of tetrahydrofuran to form material 2, and 5% ammonia solution was transported as material 3 to the quenching mo...

Embodiment 2

[0037] The present embodiment provides a kind of method that microchannel reactor synthesizes (S)-4-phenyl-2-oxazolidinone, as figure 1 and figure 2As shown, the microchannel reactor adopted includes a preheating module, a mixing module, a reaction module group and a quenching module, wherein: the preheating module is connected in series with the reaction module group, the mixing module is connected in series with the reaction module group, and the reaction module group and the quenching module group are connected in series. The off modules are connected in series.

[0038] 1). Weigh 120g of raw material L-phenylglycinol and 17.5g of triethylamine dissolved in 2.5L of tetrahydrofuran to form material 1, and transport material 1 to the preheating module of the microchannel reactor for preheating;

[0039] 2). 130 g of triphosgene was weighed and dissolved in 2.5 L of tetrahydrofuran to form material 2, and 10% ammonia solution was transported as material 3 to the quenching m...

Embodiment 3

[0042] The present embodiment provides a kind of method that microchannel reactor synthesizes (S)-4-phenyl-2-oxazolidinone, as figure 1 and figure 2 As shown, the microchannel reactor adopted includes a preheating module, a mixing module, a reaction module group and a quenching module, wherein: the preheating module is connected in series with the reaction module group, the mixing module is connected in series with the reaction module group, and the reaction module group and the quenching module group are connected in series. The off modules are connected in series.

[0043] 1). Weigh 150 g of raw material L-phenylglycinol and 43 g of pyridine and dissolve in 2 L of dichloromethane to form material 1, and transport material 1 to the preheating module of the microchannel reactor for preheating;

[0044] 2). 146g of triphosgene was weighed and dissolved in 1.8L of dichloromethane to form material 2, and 10% ammonia solution was transported to the preheating module of the micr...

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Abstract

The invention discloses a method for synthesizing (S)-4-phenyl-2-oxazolidinone through a micro-channel reactor, and belongs to the technical field of chemical intermediate synthesis in organic synthesis. According to the invention, the problems of unstable heat effect, high toxicity, uncontrollable reaction and the like when triphosgene is used for synthesizing (S)-4-phenyl-2-oxazolidinone in theexisting traditional reaction equipment are solved. The method provided by the invention comprises the following steps of: mixing L-phenylglycinol with organic base, then reacting with triphosgene ina reaction module group of a micro-channel reactor, then enabling a reaction solution to enter a quenching module, mixing a quenching reagent with the reaction solution, quenching, then collecting a reaction solution flowing out of the tail end, and carrying out aftertreatment to obtain (S)-4-phenyl-2-oxazolidinone. According to the preparation method provided by the invention, the reaction time is shortened from several hours to dozens of seconds, and triphosgene is continuously initiated and reacted in a closed system, so that the reaction risk is greatly reduced, and the purity and yield ofthe target product are greatly improved.

Description

technical field [0001] The invention relates to a method for synthesizing (S)-4-phenyl-2-oxazolidinone with a microchannel reactor, and belongs to the technical field of chemical intermediate synthesis in organic synthesis. Background technique [0002] 2-Oxazolidinone and its derivatives are very important organic compounds, which can be used in the synthesis of daily chemical products such as fibers, reactive dyes, cosmetics, lubricant additives, rust inhibitors and fuel additives. Among them, (S)-4-phenyl-2-oxazolidinone, as one of them, is a commonly used chiral auxiliary agent, which not only has high induction selectivity, but also (S)-4-phenyl-2- Oxazolidinone is also a commonly used organic pharmaceutical intermediate, such as the key starting material of the blood lipid-lowering drug ezetimibe, and can also be used for the synthesis of pesticide intermediates and auxiliary macromolecules. [0003] At present, most of the synthesis of (S)-4-phenyl-2-oxazolidinone us...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D263/22B01J19/00
CPCC07D263/22B01J19/0093Y02P20/584
Inventor 任吉秋
Owner HEILONGJIANG XINCHUANG BIOLOGICAL TECH DEV CO LTD
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