Synthesis method of p-hydroxybenzaldehyde

A technology of p-hydroxybenzaldehyde and its synthesis method, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds, and can solve the problems of high cost, difficulty in separation and purification, and low yield of p-hydroxybenzaldehyde , to achieve the effect of low equipment requirements, high yield and purity, and easy availability of raw materials

Active Publication Date: 2013-03-27
JINGBO AGROCHEM TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The object of the present invention is to provide a kind of use phenol as raw material, synthesize p-hydroxybenzaldehyde through simple process, this synthetic method raw material conversion rate is high, product yield is high, is a kind of brand-new preparation p-hydroxybenzaldehyde with phenol as raw material The method that adopts Vilsmeier reagent and phenol reaction to prepare p-hydroxybenzaldehyde solves the difficulty of separation and purification in the existing phenol synthesis process of p-hydroxybenzaldehyde, resulting in low yield of p-hydroxybenzaldehyde and relatively low cost high problem

Method used

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  • Synthesis method of p-hydroxybenzaldehyde
  • Synthesis method of p-hydroxybenzaldehyde
  • Synthesis method of p-hydroxybenzaldehyde

Examples

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Embodiment 1

[0027] The synthetic method of p-Hydroxybenzaldehyde takes phenol as raw material, and concrete steps comprise:

[0028] (1) Add 300mL toluene to a dry four-neck flask, then add 100mL DMF, measure 93.79mL SOCl 2 In the constant pressure dropping funnel, add SOCl dropwise to the four-neck flask 2 , the reaction temperature is 30°C, and stirred for 30 minutes to obtain the Vilsmeier reagent;

[0029] (2) Weigh 121.68g of phenol into a four-necked flask, keep it warm at 60°C for 80min, then cool down to 50°C, add 250mL of water at 83°C and stir for 100min;

[0030] (3) Transfer the solution in the four-neck flask in step (2) into a separatory funnel and let it stand, cut off the lower aqueous phase, add water with a volume of 300mL and a temperature of 80°C for washing; then cut off the lower aqueous phase, and take Remove the toluene from the toluene phase under negative pressure and dry to obtain a light yellow solid, that is, 143.85 g of p-hydroxybenzaldehyde with a purity o...

Embodiment 2

[0032] The synthetic method of p-Hydroxybenzaldehyde takes phenol as raw material, and concrete steps comprise:

[0033] (1) Add 100mL toluene to a dry four-neck flask, then add 12.05mL POCL 3 , Measure 10mL of DMF in a constant pressure dropping funnel, add DMF dropwise to a four-necked flask at a reaction temperature of 10°C, stir for 45min, and obtain Vilsmeier reagent;

[0034] (2) Weigh 10.15g of phenol into a four-necked flask, keep it warm at 110°C for 30min, then cool down to 25°C, add 200mL of water at 0°C and stir for 100min;

[0035] (3) Transfer the solution in the four-neck flask in step (2) into a separatory funnel and let it stand, cut off the lower aqueous phase, add water with a volume of 280mL and a temperature of 60°C for washing; then cut off the lower aqueous phase, and take Remove the toluene from the toluene phase under negative pressure and dry to obtain a light yellow solid, that is, 12.21 g of p-hydroxybenzaldehyde with a purity of 98.7% and a yield ...

Embodiment 3

[0037] The synthetic method of p-Hydroxybenzaldehyde takes phenol as raw material, and concrete steps comprise:

[0038] (1) Add 200mL toluene to a dry four-neck flask, then add 48.61mL PCL 5 , Measure 50mL of DMF in a constant pressure dropping funnel, add DMF dropwise to a four-necked flask at a reaction temperature of 20°C, stir for 70min, and obtain Vilsmeier reagent;

[0039] (2) Weigh 60.84g of phenol, dissolve it in 100mL of toluene solution and add it to a four-necked flask, keep it at 85°C for 180min, then cool down to 40°C, add 150mL of water at 40°C and stir for 65min;

[0040] (3) Transfer the solution in the four-neck flask in step (2) into a separatory funnel and let it stand, cut off the lower aqueous phase, add water with a volume of 180mL and a temperature of 40°C for washing; then cut off the lower aqueous phase, and take Remove the toluene from the toluene phase under negative pressure and dry to obtain a light yellow solid, that is, 73.18 g of p-hydroxyben...

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Abstract

The invention provides a synthesis method of p-hydroxybenzaldehyde. Phenol used as a raw material reacts with a Vilsmeier reagent to synthesize p-hydroxybenzaldehyde. The invention has advantages of easily available raw materials, short reaction period, simple operation, mild reaction conditions, safe reaction process and low requirement on equipment, and is more suitable for industrial production of p-hydroxybenzaldehyde compared to other synthesis method of p-hydroxybenzaldehyde; no by-product is generated in the synthesis process, and separation and purification in a post treatment process is simple, so as to lower the cost of post treatment, and enhance yield and purity of the target product p-hydroxybenzaldehyde, wherein the yield is higher than 90%, and the purity is above 98%; and the synthesis method resolves problems in existing phenol method for p-hydroxybenzaldehyde synthesis, such as difficulties in separation and purification in post treatment, low yield of p-hydroxybenzaldehyde and high cost.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals and relates to a chemical synthesis method, in particular to a synthesis method of p-hydroxybenzaldehyde. Background technique [0002] p-Hydroxybenzaldehyde is an important intermediate in the pharmaceutical industry and the fragrance industry. It can be used in the synthesis of amoxicillin (amoxicillin), antibacterial synergist trimethoprim (TMP), 3,4,5- Trimethoxybenzaldehyde, p-hydroxyglycine, amoxicillin cephalosporin, artificial Gastrodia elata, Rhododendron, Esmolol, etc.; used in the perfume industry to synthesize vanillin, ethyl vanillin, jasminal, cloves Fragrances such as aldehydes, anisaldehyde and raspberry ketones. In foreign countries, it is also used in the synthesis of pesticide herbicides bromoxynil and hydroxychloronil, as well as in the production of fungicides, photographic emulsifiers, nickel-plating gloss agents, liquid crystals, etc. [0003] At present, the indust...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/565C07C45/51
Inventor 刘鹏郭龙龙吴文雷马韵升史庆苓门振高洪奎
Owner JINGBO AGROCHEM TECH CO LTD
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