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Method for synthesizing 2, 3-dimethyl-4-fluorophenol

A technology of dimethyl fluorobenzene and fluorophenol is applied in the field of synthesis of fluorine-containing compounds and achieves the effects of cost reduction, easy availability of raw materials and low price

Active Publication Date: 2018-05-25
SHANGHAI SINOFLUORO SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no documented method for synthesizing 2,3-dimethyl-4-fluorophenol

Method used

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  • Method for synthesizing 2, 3-dimethyl-4-fluorophenol
  • Method for synthesizing 2, 3-dimethyl-4-fluorophenol
  • Method for synthesizing 2, 3-dimethyl-4-fluorophenol

Examples

Experimental program
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Effect test

Embodiment 1

[0064] (1) Preparation of 3-bromo-6-fluoro-o-xylene

[0065] Add 400g of dichloromethane, 124g of 2,3-dimethylfluorobenzene, and 5g of aluminum trichloride into a 1L three-necked reaction flask in sequence, and stir at 20°C; from a constant pressure dropping funnel containing 160g of bromine Release 16-32g of bromine at a time and add it to the three-necked reaction flask, stir at 30°C, trigger the reaction and generate a large amount of hydrogen bromide to make the reaction liquid red; at this time, add the remaining bromine in the constant pressure dropping funnel dropwise to In the three-necked reaction flask, stir at 20° C., and the reaction ends after 0.5 hour of dropwise addition.

[0066] After the reaction, the reaction solution was post-treated: 50ml of saturated sodium sulfite aqueous solution was added dropwise to the reaction solution in the there-necked flask to remove a small amount of unreacted bromine. At room temperature, wait until the reaction solution gradu...

Embodiment 2

[0084] (1) Preparation of 3-bromo-6-fluoro-o-xylene

[0085]Add 800g of dichloromethane, 372g of 2,3-dimethylfluorobenzene, and 15g of aluminum trichloride into a 3L three-necked reaction flask in sequence, and stir at 25°C; Emit 48~96g (10%~20% of total amount of bromine) bromine once and add into three-necked reaction bottle, stir at 35 ℃, initiate reaction and produce a large amount of hydrogen bromide and make reaction liquid be red; The remaining bromine in the dropping funnel was added dropwise into the three-necked reaction flask, stirred at 25°C, and the reaction was completed for 1 hour after the dropwise addition.

[0086] After the reaction, the reaction solution is post-treated: 150ml of saturated sodium sulfite aqueous solution is added dropwise to the reaction solution in the there-necked flask to remove a small amount of unreacted bromine. At room temperature, wait until the reaction solution gradually becomes colorless, which means The bromine treatment is com...

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Abstract

The invention discloses a method for synthesizing 2,3-dimethyl-4-fluorophenol. The method comprises the following steps: adding aluminum trichloride in 2,3-dimethylfluorobenzene at a normal temperature and carrying out bromination reaction to obtain 3-bromo-6-dimethylbenzene; carrying out methoxylation on the 3-bromo-6-dimethylbenzene under the effect of N,N-dimethylformamide and sodium methoxideto obtain 3-methoxyl-6-dimethylbenzene; and carrying out hydrolysis on the 3-methoxyl-6-dimethylbenzene to obtain 2,3-dimethyl-4-fluorophenol. According to the synthesizing method, the 2,3-dimethylfluorobenzene which is low in price is used as a reaction raw material, in every step of reaction, an intermediate which is high in purity can be obtained to a maximum extent, thus, the total yield of total reaction is high, the purity of the final product reach up to 98% or above, the economic benefit is quite obvious, and the method is particularly suitable for industrial large-scale application and popularization.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and in particular relates to a synthesis method of fluorine-containing compounds. Background technique [0002] In recent years, the role of fluorine-containing compounds in pharmaceutical and agricultural industries has become increasingly prominent, and fluorine-containing compounds have become more and more important, and their market scope is also expanding. Fluorine-containing organic intermediates are mainly used in the production of raw materials in the pharmaceutical industry. The development trend shows that in the production process of pharmaceutical compounds, the market demand for aliphatic or aromatic fluorine-containing organic intermediates is becoming more and more common. The proportion is getting higher and higher. Organic fluorine intermediate compounds have strong stability, physiological activity, fat solubility and hydrophobicity, and can adjust parameters such as ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/055C07C39/27
CPCC07C17/12C07C37/055C07C39/27C07C41/16C07C25/13C07C43/225
Inventor 闾肖波余江王鲁
Owner SHANGHAI SINOFLUORO SCI
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