Synthesis of alkoxy alkyl substituted phenol at normal pressure

A technology for synthesizing alkoxyalkyl groups and alkoxyalkyl groups, which is applied in ether preparation, organic chemistry and other directions, can solve the problems of high operation intensity, large equipment investment, low reaction yield, etc., and achieves simple operation and equipment investment. The effect of less and higher reaction yield

Inactive Publication Date: 2007-03-28
DALIAN XINGHUI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] US2838571 US2841624 US3006969 uses metal hydroxide to catalyze the preparation of alkoxyalkyl substituted phenol, but the reaction yield is not high
[0008] US4754077 discloses the Mannich Base (Mannich Base) catalytic technolo

Method used

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  • Synthesis of alkoxy alkyl substituted phenol at normal pressure
  • Synthesis of alkoxy alkyl substituted phenol at normal pressure
  • Synthesis of alkoxy alkyl substituted phenol at normal pressure

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Example 1 Synthesis of 2,6-di-tert-butyl-4-methoxymethylphenol

[0060] Add 103.0 grams of 2,6-di-tert-butylphenol, 20.0 grams of polyoxymethylene, 360 ml of methanol, 2.0 grams of dimethylamine, and 2.0 grams of triethylamine into a 1000ml round-bottomed flask, reflux at normal pressure, react for 6-8 hours, cool and crystallize 110.0 g of 2,6-di-tert-butyl-4-methoxymethylphenol was obtained with a yield of 88.0% and a melting point of mp98-100°C.

Embodiment 2

[0061] Example 2 Synthesis of 2,6-di-tert-butyl-4-methoxymethylphenol

[0062] Add 103.0 g of 2,6-di-tert-butylphenol, 20.0 g of polyoxymethylene, 360 ml of methanol, 2.0 g of hexahydropyridine, and 2.0 g of triethylamine into a 1000 ml round bottom flask, reflux at normal pressure, react for 6-8 hours, cool and crystallize 110.6 g of 2,6-di-tert-butyl-4-methoxymethylphenol was obtained with a yield of 88.5% and a melting point of mp98-100°C.

Embodiment 3

[0063] Example 3 Synthesis of 2,6-di-tert-butyl-4-methoxymethylphenol

[0064] Add 103.0 grams of 2,6-di-tert-butylphenol, 20.0 grams of polyoxymethylene, 360 ml of methanol, 2.0 grams of dimethylamine, and 2.0 grams of triethylamine into a 1000ml round-bottomed flask, reflux at normal pressure, react for 6-8 hours, and distill off Methanol and other volatile components yielded 124.8 grams of crude product 2,6-di-tert-butyl-4-methoxymethylphenol, with a content of 92.7%.

[0065] Referring to Example 12, 6-di-tert-butyl-4-methoxymethylphenol is synthesized

[0066] Add 103.0 grams of 2,6-di-tert-butylphenol, 20.0 grams of polyoxymethylene, 360 ml of methanol, and 4.0 grams of triethylamine in a 1000 ml round-bottomed flask, reflux at normal pressure, react for 6-8 hours, and no 2,6-di-tert-butylphenol can be obtained. tert-Butyl-4-methoxymethylphenol.

[0067] Referring to Example 2 2,6-di-tert-butyl-4-methoxymethylphenol is synthesized

[0068] Add 103.0 grams of 2,6-di-te...

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Abstract

The invention relates to a high-efficiency, constant-pressure synthesizing method of alkoxyl alkyl substituted phenol, comprising R1 and R2: H, C1-C10 alkyls, C6-C9 cycloalkyls, or C7-C12 aromatic alkyls; R3: C1-C10 alkyls or C6-C9 cycloalkyls; and R4: H or C1-C10 alkyls. And it can act as oxidation inhibitor, and antiseptic, importantly acting as key raw material of synthesizing other compounds, and especially used to synthesize high-molecular weight, anti-migration, anti-extraction, high-efficiency, long-effect oxidation inhibitor. And the synthesizing method comprises: the alkyl substituted phenol, alcohol and aldehyde make constant pressure refluxing reaction to make it under the action of the mixed catalyst of secondary amine and tertiary amine, or of cyclo secondary amine and tertiary amine.

Description

technical field [0001] The present invention relates to a high-efficiency atmospheric pressure synthesis method for alkoxyalkyl substituted phenols, wherein alkoxyalkyl substituted phenols are shown in formula (1), [0002] [0003] R in formula (1) 1 , R 2 Yes: Hydrogen, C 1 -C 10 Alkyl, C 6 -C 9 Cycloalkyl or C 7 -C 12 aralkyl, [0004] R 3 Yes: C 1 -C 10 Alkyl or C 6 -C 9 Cycloalkyl, R 4 Yes: Hydrogen or C 1 -C 10 alkyl. Background technique [0005] Alkoxyalkyl substituted phenols shown in formula (1) are key raw materials for synthesizing other compounds, especially large molecular weight anti-migration, anti-extraction, high efficiency, and long-acting antioxidants, and they themselves can also be directly used as antioxidants. Agents, preservatives. [0006] After decades of hard work, several methods for the synthesis of such alkoxyalkyl-substituted phenols have been successfully developed, [0007] US2838571 US2841624 US3006969 uses metal hydro...

Claims

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Application Information

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IPC IPC(8): C07C43/178C07C41/01
Inventor 罗志强陈小明秦治军丁发秀丁志诚罗任生杨兵丁歆
Owner DALIAN XINGHUI CHEM
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