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Preparation method of aminophenol containing methylene

A technology of aminophenol and methylene, applied in the field of aminophenol preparation, can solve the problems that the yield of aminophenol is difficult to exceed 65%, and the risk is high

Pending Publication Date: 2021-10-22
江西同宇新材料有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The production of methylene-containing aminophenol with good stability in the prior art usually requires 4 steps of reaction, resulting in a very low yield of methylene-containing aminophenol, even if the yield of each step reaction is 90%, then by 4 step reaction, the yield of the final methylene-containing aminophenol is difficult to exceed 65%.
In addition, in the prior art, aminophenols containing methylene groups are usually obtained by nitration and hydrogenation reactions, and the risk of the reaction is high

Method used

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  • Preparation method of aminophenol containing methylene
  • Preparation method of aminophenol containing methylene
  • Preparation method of aminophenol containing methylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Embodiment 1: the preparation of 4-((4-aminophenyl)-methylene)phenol

[0052] 4-((4-aminophenyl)-methylene)phenol, the specific structural formula is shown in formula (4).

[0053]

[0054] The synthetic process of 4-((4-aminophenyl)-methylene)phenol shown in formula (4) is shown in the following formula:

[0055]

[0056] Specifically, the preparation method of 4-((4-aminophenyl)-methylene)phenol shown in formula (4) comprises the following steps:

[0057] Under a nitrogen gas atmosphere, mix aniline hydrochloride (26.0g, 0.2mol), p-hydroxymethylphenol (12.4g, 0.1mol), and aniline (24mL, 0.2mol) in a three-necked flask, heat the reaction, and heat the temperature of the reaction The temperature is 120°C, the heating reaction time is 1.5 hours, the mixture obtained after the heating reaction is poured into water, and NaHCO is added 3After neutralization to neutrality, add ethyl acetate for extraction and separation. After the organic layer is dried and the solve...

Embodiment 2

[0062] Compared with Example 1, the difference of Example 2 is only that the temperature of the heating reaction in Example 2 is 130° C., and the reaction time is 1 hour, and the obtained 4-((4-aminophenyl)-methylene ) The yield of phenol was 81.0%.

Embodiment 3

[0064] Compared with Example 1, the only difference in Example 3 is that the amount of aniline in Example 3 is 0.15mol, and the yield of 4-((4-aminophenyl)-methylene)phenol is 79.1 %.

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Abstract

The invention belongs to the technical field of organic synthesis, and discloses a preparation method of methylene-containing aminophenol. Reaction raw materials in the preparation method comprise acid, hydroxymethylphenol or a derivative of hydroxymethylphenol; and the acid is aniline hydrochloride or a derivative of aniline hydrochloride. The methylene-containing aminophenol is obtained through the specific reaction raw materials and the cationic electrophilic substitution reaction, high-risk nitration and hydrogenation reaction processes are avoided, and the yield of the methylene-containing aminophenol exceeds 78% and even exceeds 80%.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a preparation method of methylene-containing aminophenol. Background technique [0002] The molecular structure of aminophenol contains both phenolic groups and amino groups, which can be used to construct polymer materials through esterification and amidation, and can also be used as different monomers to obtain large molecular weight benzoxazine resins through Mannich reaction (Mannich reaction). However, common p-aminophenols have poor stability and tend to turn black under light and heat, which leads to high requirements for storage, transportation and feeding of common p-aminophenols, which is not conducive to industrial production. Therefore, it is very necessary to produce aminophenol with good stability. [0003] The production of methylene-containing aminophenol with good stability in the prior art usually requires 4 steps of reaction, resulting in a very low ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/02C07C213/10C07C215/74
CPCC07C213/02C07C213/10C07C215/74
Inventor 胡展东赖华黄国凤林辽远
Owner 江西同宇新材料有限公司
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