Synthesis method of 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether

Abstract

The invention discloses a synthesis method of 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether, which comprises the following steps: 1, under the conditions of nitrogen protection and continuous reflux of an alcohol solvent, hydrolyzing paraformaldehyde in the presence of a basic catalyst to generate formaldehyde; 2, 2, 6-di-tert-butylphenol is added into a hydrolyzed system for a reaction, and a crude product is obtained; and 3, sequentially carrying out cooling, crystallization, filtration and vacuum drying on the crude product to obtain the 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether. According to the present invention, the reaction is performed under the normal pressure and the low temperature by using the alkaline catalyst and combining the nitrogen protection and the alcohol solvent reflux condition, such that the energy consumption is effectively reduced so as to improve the production efficiency, and the reaction selectivity and the conversion rate of the 2, 6-di-tert-butylphenol are improved by using the alkaline catalyst so as to reduce the generation of the by-product; the harm of low boiling point and low volatility of conventional amine catalysts to human bodies is avoided, and the synthesis environment is improved.

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis, and in particular relates to a synthesis method of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether. Background technique [0002] Antioxidant (anti-aging agent) is a general term for a large class of compounds with anti-aging and anti-oxidation effects. Adding a small amount to polymer materials can delay or inhibit the damage of materials during polymerization, storage, transportation, processing, and use. The process of degradation by the action of oxygen or ozone in the atmosphere, so as to achieve the service life of polymer materials. [0003] Hindered phenolic antioxidants have the characteristics of no discoloration and no pollution, and are one of the most effective antioxidants. Because of the hydroxyl group in its molecular structure, it is easier to give a hydrogen atom by donating a proton, thereby terminating the automatic oxygen reaction of free radicals, as shown...

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Problems solved by technology

[0009] U.S. Patent No. 3006969, U.S. Patent No. 2838571 and U.S. Patent No. 2841624 describe a kind of synthetic method of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, all adopt metal hydroxide as catalyst, follow-up treatment is complicated, secondary More products, low yield

[0010] Chinese patent 200610032408.2 describes a synthetic method of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, the raw material is 2,6-di-tert-butylphenol or polyoxymethylene, and the catalyst adopts organic amines ( Dimethylamine or triethylamine), synthesized 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether under normal pressure, although the reaction temperature was reduced, dimethylamine was extremely volatile and had a low boiling point. Serious harm to people and pollution of the environment; and the Mannich base generated in the reaction is similar in structure to the product, so it is inconvenient to separate

Although this method avoids the formation of by-products, the yield is low and pollutes the environment

[0015] Patent SU-A-395351 describes a synthetic method of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, the catalyst is a buffer solution prepared by sodium acetate and sodium hydroxide (pH=12.5~14.0 ), can be recycled until the catalyst solution is neutral (4 times) in the reaction process, and the yield rate is 85.0%, but as the number of uses increases, the composition of the product is gradually unstable, and there are many by-products, the follow-up treatment is complicated, and there is sewage question