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Synthesis method of p-hydroxyphenylethanol

A technology for p-hydroxyphenethyl alcohol and a synthesis method, which is applied in the field of synthesis of p-hydroxyphenethyl alcohol, can solve the problems of high raw material cost, strict requirements on production equipment and raw materials, complicated processes, etc., and achieves simple and mild reaction conditions, low cost, and high efficiency. Handling simple effects

Active Publication Date: 2020-07-10
杭州盛弗泰新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the yield of this synthesis process is high, its disadvantages are that the cost of raw materials is too high, the process is complicated, and the requirements for production equipment and raw materials are strict.
Therefore, the application in actual mass production is greatly limited.

Method used

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  • Synthesis method of p-hydroxyphenylethanol

Examples

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preparation example Construction

[0032] A method for synthesizing p-hydroxyphenethyl alcohol, including the following steps:

[0033] 1) Add methanol, sodium methoxide and catalyst to the reactor and stir; the catalyst is selected from potassium iodide and cuprous iodide; the amount of the catalyst is 0.05-0.1 times the mass of 4-chlorophenylethanol.

[0034] 2) Add 4-chlorophenethyl alcohol to the above reactor in batches, and heat to reflux temperature to react; the amount of methanol is 3-6 times the mass of 4-chlorophenethyl alcohol. The molar ratio of sodium methoxide and 4-chlorophenethyl alcohol is 5-10:1.

[0035] 3) The solution obtained in step 2) is cooled to room temperature, filtered, and the filtrate is evaporated to dryness to obtain crude 4-methoxyphenethyl alcohol;

[0036] 4) Put the crude 4-methoxyphenethyl alcohol obtained in step 3) into another reactor, add a solvent, and stir; the solvent is formic acid or acetic acid, and the amount of solvent used is 4% by weight of the crude 4-methoxypheneth...

Embodiment 1

[0041] 1) Add 15kg of methanol, 5.4kg of sodium methoxide and 0.23kg of CuI to the reactor at room temperature to start stirring.

[0042] 2) Add 3.13 kg of 4-chlorophenethyl alcohol to the above mixture in batches, and heat to reflux at about 80 degrees.

[0043] 3) The material is cooled to room temperature, filtered, and the filtrate is spin-dried to obtain crude 4-methoxyphenethyl alcohol: 3kg.

[0044] 4) Put the obtained materials into the reaction kettle, add 15 kg of glacial acetic acid, and stir at room temperature.

[0045] 5) Add 10.3kg of 47% hydrobromic acid dropwise to it, heat up to 116°C, keep refluxing.

[0046] 6) Sampling and testing, the reaction of 4-methoxyphenethyl alcohol is completed, and the temperature is reduced to about 60°C. Slowly add 20% sodium carbonate solution dropwise to the material while observing the reaction pH value. When the pH is between 6-7, stop the dripping.

[0047] 7) Continue the heat preservation reaction for 2h, lower the temperature t...

Embodiment 2

[0050] 1) Add 15kg of methanol, 8.6kg of sodium methoxide and 0.27kg of KI to the reaction kettle at room temperature to start stirring.

[0051] 2) Add 3.13 kg of 4-chlorophenethyl alcohol to the above mixed solution in batches, and heat to reflux at around 84 degrees.

[0052] 3) The material is cooled to room temperature, filtered, and the filtrate is spin-dried to obtain crude 4-methoxyphenethyl alcohol: 2.96kg.

[0053] 4) Put the obtained materials into the reaction kettle, add 17.7 kg of glacial acetic acid, and stir at room temperature.

[0054] 5) Add 12.1 kg of 40% hydrobromic acid dropwise to it, heat up to 116°C, keep refluxing.

[0055] 6) Sampling and testing, the reaction of 4-methoxyphenethyl alcohol is completed, and the temperature is lowered to about 60°C. Slowly add 10% sodium hydroxide solution dropwise to the material while observing the reaction pH value. When the pH is between 6-7, stop the dripping.

[0056] 7) Continue the heat preservation reaction for 2h, lo...

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Abstract

The invention relates to the field of organic synthesis, and discloses a synthesis method of p-hydroxyphenylethanol, which comprises the following steps: (1) mixing methanol, sodium methoxide and a catalyst, and performing stirring; (2) adding 4-chlorophenethyl alcohol, and carrying out a heating reaction; (3) cooling to room temperature, carrying out filtering, and drying by distillation to obtain a 4-methoxyphenethyl alcohol crude product; (4) adding the crude product into a solvent, and performing stirring; (5) dropwise adding hydrobromic acid, carrying out heating reflux, and carrying outa heat preservation reaction until the reaction is finished; (6) cooling to 55-65 DEG C, slowly adding an alkaline solution, and adjusting the pH value to 6-7; and (7) cooling to 8-12 DEG C, stirringfor 0.5-1.5h, filtering the material to obtain a wet filter cake, adding a solvent, heating for dissolution, separating water, and carrying out recrystallizing, filtering, and spin-drying to obtain the final product. The product purity can reach 99% or more, the yield can reach 90% or more, and the whole synthesis process has the advantages of simple and mild reaction conditions, simple post-treatment, and low cost.

Description

Technical field [0001] The invention relates to the field of organic synthesis, in particular to a method for synthesizing p-hydroxyphenethyl alcohol. Background technique [0002] P-Hydroxyphenethyl alcohol is an important fine chemical intermediate. It has a wide range of uses in the pharmaceutical and perfume industries. It is mainly used to synthesize metoprolol, betaolol, salidroside, maltine, etc. [0003] The chemical synthesis methods of p-hydroxyphenethyl alcohol mainly include the following: 1. Phenethylamine synthesis method; 2. Phenyl alcohol synthesis method; 3. Phenol synthesis method; 4. p-Bromophenol synthesis method; 5. p-hydroxyphenethyl ester Reduction method; 6, p-nitrophenylacetic acid method, etc. [0004] The above-mentioned synthesis methods have their own advantages and disadvantages: some raw materials are simple in source, but the process conditions are complicated; some raw materials are too expensive to be industrialized; some three wastes are large and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/055C07C37/02C07C39/11
CPCC07C41/16C07C37/055C07C37/02C07C43/23C07C39/11
Inventor 刘文龙
Owner 杭州盛弗泰新材料科技有限公司
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