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Synthetic method of fluorene fluoride compound

A synthetic method and compound technology, applied in the field of organic chemical synthesis, can solve the problems of inability to meet the synthesis requirements of fluorine-substituted compounds, low yield, etc.

Pending Publication Date: 2021-04-02
YANCHENG TEACHERS UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing synthesis methods of fluorine-containing compounds still cannot meet the synthesis requirements of fluorine-substituted compounds, etc., and the yields are low

Method used

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  • Synthetic method of fluorene fluoride compound
  • Synthetic method of fluorene fluoride compound
  • Synthetic method of fluorene fluoride compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A synthetic method for fluorinated fluorene compounds, comprising the following steps:

[0023] S1. Add an organic solvent into the reaction kettle, and add the compound of formula (I) and the fluorinating agent therein, and stir and mix;

[0024] S2, sequentially adding additives and reaction solvents to the mixture of S1;

[0025] S3. Set the reaction temperature and reaction time of the reaction kettle, and stir it continuously while reacting. After the reaction is complete, the product is naturally cooled to room temperature, then filtered, then fully washed with saturated aqueous sodium carbonate solution, and extracted with chloroform 2 times, the organic phases were combined, dried over anhydrous sodium sulfate, concentrated under reduced pressure, the resulting residue was subjected to silica gel column chromatography, and a mixture of acetone and petroleum ether was rinsed to obtain the compound of formula (II);

[0026]

[0027] Wherein, R1 is selected fro...

Embodiment 2

[0037] A synthetic method for fluorinated fluorene compounds, comprising the following steps:

[0038] S1. Add an organic solvent into the reaction kettle, and add the compound of formula (I) and the fluorinating agent therein, and stir and mix;

[0039] S2, sequentially adding additives and reaction solvents to the mixture of S1;

[0040] S3. Set the reaction temperature and reaction time of the reaction kettle, and stir it continuously while reacting. After the reaction is complete, the product is naturally cooled to room temperature, then filtered, then fully washed with saturated aqueous sodium carbonate solution, and extracted with chloroform 2 times, the organic phases were combined, dried over anhydrous sodium sulfate, concentrated under reduced pressure, the resulting residue was subjected to silica gel column chromatography, and a mixture of acetone and petroleum ether was rinsed to obtain the compound of formula (II);

[0041]

[0042] Wherein, R1 is selected fro...

Embodiment 3

[0051] A synthetic method for fluorinated fluorene compounds, comprising the following steps:

[0052] S1. Add an organic solvent into the reaction kettle, and add the compound of formula (I) and the fluorinating agent therein, and stir and mix;

[0053] S2, sequentially adding additives and reaction solvents to the mixture of S1;

[0054] S3. Set the reaction temperature and reaction time of the reaction kettle, and stir it continuously while reacting. After the reaction is complete, the product is naturally cooled to room temperature, then filtered, then fully washed with saturated aqueous sodium carbonate solution, and extracted with chloroform 3 times, the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography, and a mixture of acetone and petroleum ether was rinsed to obtain the compound of formula (II);

[0055]

[0056] Wherein, R1 is selected ...

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Abstract

The invention relates to the technical field of organic chemical synthesis, and in particular, relates to a synthetic method of a fluorene fluoride compound, wherein the synthetic method of the fluorene fluoride compound comprises the following steps: S1, adding an organic solvent into a reaction kettle, adding a compound represented by a formula (I) and a fluorinating agent into the reaction kettle, and uniformly stirring and mixing; S2, sequentially adding an auxiliary agent and a reaction solvent into the mixture obtained in the step S1; and S3, setting the reaction temperature and the reaction time of the reaction kettle, continuously stirring while reacting, naturally cooling the product to room temperature after the reaction is completed, filtering, fully washing with a saturated sodium carbonate aqueous solution, adding chloroform, extracting for 2-3 times, merging organic phases, drying with anhydrous sodium sulfate, concentrating under reduced pressure, enabling the obtained residue to pass through silica gel column chromatography, and leaching the mixed solution of acetone and petroleum ether to obtain a compound represented by a formula (II). According to the method, thefluorinating agent, the auxiliary agent and the reaction solvent are comprehensively selected and cooperated, so that the target product can be obtained at high yield.

Description

technical field [0001] The invention relates to the technical field of organic chemical synthesis, in particular to a method for synthesizing fluorinated fluorene compounds. Background technique [0002] Fluorine-containing compounds usually have very special properties, and the introduction of fluorine atoms into organic molecules can significantly affect its various properties, such as solubility, biological activity, metabolic stability, physical properties, etc. Among them, fluorinated aromatic hydrocarbons can be widely used as pharmaceutical preparations, agricultural preparations, PET imaging agents, etc. However, the existing synthesis methods of fluorine-containing compounds still cannot meet the synthesis requirements of fluorine-substituted compounds and the like, and the yields are low. Therefore, we propose a synthetic method of fluorinated fluorene compounds to solve the above problems. Contents of the invention [0003] The purpose of the present invention...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/67C07C49/753C07C49/697
CPCC07C45/673C07C2603/40C07C49/697C07C49/753
Inventor 王羽马兵杰房忠雪胡志伟
Owner YANCHENG TEACHERS UNIV
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