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P-isopropylbenzaldehyde and preparation method for synthesizing P-isopropylbenzaldehyde from isopropylbenzene

A technology of cumene and cumene, applied in the field of preparation of p-cumene, can solve the problems of poor process safety, low cost, inability to realize large-scale industrial production, etc., and achieves low cost of process raw materials, Good process selectivity

Pending Publication Date: 2021-10-29
绵阳三香汇生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0024] The process uses a large amount of flammable and explosive solvents such as thionyl chloride and methylene chloride, and a large amount of reducing agents and oxidants such as sodium borohydride and potassium permanganate. The process does not meet the current environmental protection requirements. At the same time, the process is relatively safe. Poor, unable to achieve large-scale industrial production
[0025] At present, there is no new process with low cost, good process selectivity, mild process conditions and easy industrialization.

Method used

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  • P-isopropylbenzaldehyde and preparation method for synthesizing P-isopropylbenzaldehyde from isopropylbenzene
  • P-isopropylbenzaldehyde and preparation method for synthesizing P-isopropylbenzaldehyde from isopropylbenzene
  • P-isopropylbenzaldehyde and preparation method for synthesizing P-isopropylbenzaldehyde from isopropylbenzene

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Embodiment 1

[0059] A kind of preparation method of synthesizing p-cumyl aldehyde by cumene, comprises the following steps:

[0060] Step 1, chloromethylation reaction

[0061] Add 500kg of cumene and 200g of formaldehyde into a 5000L reaction kettle, raise the temperature to 40°C, then start to add 36.5% hydrochloric acid dropwise, add 2500kg dropwise within 1 hour, the temperature of the system is 70-72°C after the addition, and continue to heat up to 80°C, Maintain the temperature and react for 1 hour. After the reaction is completed, stand still and separate the phases to obtain an organic phase and an inorganic phase. The inorganic phase is waste acid, which can be recycled and reused;

[0062] Step two, hydrolysis reaction

[0063] Add 100kg of sodium hydroxide, 7000kg of pure water, and 27.5kg of cetyltrimethylammonium bromide into a 10,000L reactor, mix well to form a hydrolysis solution, then add the organic phase obtained in step 1, and heat up to 80 ℃, then react for 6 hours, ...

Embodiment 2

[0067] Step 1, chloromethylation reaction

[0068] Add 500kg of cumene and 200g of paraformaldehyde into a 5000L reaction kettle, raise the temperature to above 40°C, then start to add 36.5% hydrochloric acid dropwise, add 2500kg dropwise within 1h, after the addition, the system temperature is 70-72°C, and continue to heat up to 80°C, maintain the temperature for 1 hour. After the reaction, stand still and separate the phases to obtain an organic phase and an inorganic phase. The inorganic phase is waste acid, which can be recycled and reused;

[0069] Add 100kg of sodium hydroxide, 7000kg of pure water, and 27.5kg of cetyltrimethylammonium bromide into a 10,000L reactor, mix well to form a hydrolysis solution, then add the organic phase obtained in step 1, and heat up to 80 ℃, then react for 6 hours, after the reaction is completed, stand still and separate the phases, wash the organic phase once with 250kg of clean water to obtain the hydrolyzed organic phase, and neutraliz...

Embodiment 3

[0073] Step 1, chloromethylation reaction

[0074] Add 500kg of cumene and 200g of paraformaldehyde into a 5000L reaction kettle, raise the temperature to 40°C, then start to add 36.5% hydrochloric acid dropwise, add 2500kg dropwise within 1 hour, the temperature of the system is 70-72°C after adding, and continue to heat up to 80°C ℃, maintain the temperature for 1 hour, after the reaction, stand still and separate the phases to obtain an organic phase and an inorganic phase, and the inorganic phase is waste acid, which can be recycled and reused;

[0075] Step two, hydrolysis reaction

[0076] Add 100kg of sodium carbonate, 7000kg of pure water, and 27.5kg of cetyltrimethylammonium bromide into a 10,000L reactor, mix well to form a hydrolysis solution, then add the organic phase obtained in step 1, and heat up to 80°C under stirring , and then reacted for 6 hours. After the reaction was completed, stand still and separate the phases. The organic phase was washed once with 2...

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Abstract

The invention provides p-isopropylbenzaldehyde and a preparation method for synthesizing p-isopropylbenzaldehyde from isopropylbenzene. The preparation method comprises the following steps of: step 1, chloromethylation, specifically, dropwise adding hydrochloric acid into the isopropylbenzene and an aldehyde solution, heating to 80-88 DEG C after material addition, and carrying out reaction and phase splitting to obtain an organic phase; step 2, hydrolysis, specifically, uniformly mixing an inorganic base, water and a phase transfer catalyst to prepare a hydrolysis solution, adding the organic phaseobtained in the step 1 into the hydrolysis solution, carrying out heating reaction under stirring, and carrying out split-phase purification to obtain p-isopropyl benzyl alcohol; and step 3, oxidation, specifically, adding the p-isopropyl benzyl alcohol obtained in the step 2, a catalyst and a phase transfer catalyst, heating, dropwise adding hydrogen peroxide for reaction, performing filtering, performing phase separation on filtrate to obtain a cumin crude product, and purifying to obtain p-isopropyl benzaldehyde. The preparation method disclosed by the invention has the advantages of low cost, better process selectivity, mild process conditions and easiness in realization of industrialization.

Description

technical field [0001] The present invention relates to the preparation method of p-cumenaldehyde, in particular to a preparation method of synthesizing p-cumenaldehyde from cumene. Background technique [0002] p-Cuminaldehyde, also known as cuminaldehyde, can be used to prepare food flavors such as vegetables, spices, and fennel. The synthesis of p-cymene is not found to have mature industrial synthetic route at present, and about the synthesis of p-cymene, the synthetic route of bibliographical information mainly contains following several: [0003] (1) P-cymene electrolytic oxidation method [0004] Using p-cymene as raw material, directly use electrolytic oxidation to obtain p-cymene and cuminic acid. The reaction process is as follows: [0005] [0006] Kreh et al reported the use of Ce in Mediated electrochemical synthesis of aromatic aldehydes, ketones, and quinones using ceric methanesulfonate 4+ / C 3+ Redox pair, in methanesulfonic acid medium (or directly ...

Claims

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Application Information

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IPC IPC(8): C07C45/29C07C47/42
CPCC07C67/00C07C29/1285C07C45/298C07C69/78C07C33/22C07C47/42
Inventor 李良龙李永红王凯
Owner 绵阳三香汇生物科技有限公司
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