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Method for preparing 3-methoxyl-4-t-butyltoluene

A technology of tert-butyltoluene and methoxy, which is applied in the field of organic synthesis in the chemical industry, can solve the problems of not being suitable for industrial production, and achieve the effects of low operating cost, high yield, and easy control of product quality

Inactive Publication Date: 2008-08-06
孔繁昇
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Since this route uses an excessive amount of flammable and explosive methyl chloride (gas), it is also not suitable for industrial production from a safety point of view.

Method used

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  • Method for preparing 3-methoxyl-4-t-butyltoluene

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 153g (0.93mol) content > 99.5% 6-tert-butyl m-cresol, 3.9g ( 12mmol) tetrabutylammonium bromide, after stirring for 1-2 minutes, add 105mL (~139.5g, 1.11mol) dimethyl sulfate. Under ice-water bath cooling and stirring, 109.3 g (1.16 mol) of 42.5% (wt%) sodium hydroxide aqueous solution was added dropwise to the above mixture within 2 to 3 hr. By controlling the dropping rate, the internal temperature during the dropping process was maintained at 35±2°C. After the drop, the above temperature was maintained, and the stirring reaction was continued for 0.5 hr. After the reaction, stop stirring, add 200g of water to the flask, stir and mix for 0.5hr., stop stirring, let stand to separate layers, and separate the water layer. The oil layer was stirred and washed with 300 g of water, and allowed to stand for stratification to obtain 157 g of 3-methoxy-4-tert-butyltoluene. The purity of the product by GC analysis was 99.5%, and the yield was 95%.

Embodiment 2

[0022] Except adopting 3.4g (12.3mol) tetrabutylammonium chloride to replace tetrabutylammonium bromide in the above example, other operations are all the same as in Example 1, thereby obtaining 152g 3-methoxy-4-tert Butyl toluene, GC analysis product purity is 99.2%, yield 91.2%.

Embodiment 3

[0024] Add 407kg (4.324kmol) concentration 42.5% (wt %) sodium hydroxide aqueous solution, 570kg (3.476kmol) content > 99.5% 6-tert-butyl m-cresol and 14.55kg (45.19mol) successively in 2000L stirring reactor ) Tetrabutylammonium bromide, start stirring, feed cold brine into the jacket of the reaction kettle, add 393L (522kg, 4.14kmol) sulfuric acid dropwise to the above mixture from the dimethyl sulfate metering tank within 6 to 8hr. Dimethyl ester, by controlling the rate of addition of dimethyl sulfate and the flow of cold brine, the temperature of the material in the reactor is maintained at 36-38°C. After dropping dimethyl sulfate (in the above reaction, the mol ratio of feeding is: 6-tert-butyl m-cresol: dimethyl sulfate: sodium hydroxide: tetrabutylammonium bromide=1: 1.192: 1.244: 0.013 (mol:mol)), maintain the above temperature and continue to stir the reaction for 1hr. After the reaction, add 600L of primary water to the reaction kettle, stir and mix for 0.5hr., let...

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Abstract

The invention discloses a method for preparing 3-methoxyl-4-tert-butyl toluene. Under the existence of quaternary ammonium salt type phase transfer catalysts, 6-tert-butyl metacresol reacts with dimethyl sulphate and water solution of hydroxides or carbonates of alkali metals at 20-50 DEG C, and 3-methoxyl-4-tert-butyl toluene can be produced with high yield. Post treatment of the reaction mixture is very simple and 3-methoxyl-4-tert-butyl toluene with a content of higher than 99.2 percent can be obtained after only two water washing operations. The method has the advantages of simple process, easy product quality control, low cost, low environment pollution and safe production and is suitable for industrialized application.

Description

technical field [0001] The invention relates to a method for preparing 3-methoxy-4-tert-butyltoluene from 6-tert-butyl m-cresol, which belongs to the technical field of organic synthesis in the chemical industry. Background technique [0002] In the technical field of organic synthesis in the chemical industry, 3-methoxyl-4-tert-butyltoluene is an important organic synthesis intermediate, widely used in the production of spices (such as preparing sunflower musk) and antioxidant industries. In the prior art, the process routes for preparing 3-methoxy-4-tert-butyltoluene can be divided into two types according to the raw materials used. The first production route starts from m-methylanisole (3-methoxytoluene), in the presence of a catalyst (such as sulfuric acid), and tert-butylating agent (such as: tert-butanol, tert-butane chloride) Prepared by liquid-phase alkylation reaction. The raw material used in this route—the price of m-methylanisole is relatively high, and the cru...

Claims

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Application Information

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IPC IPC(8): C07C43/205C07C41/14
Inventor 孔繁昇
Owner 孔繁昇
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