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A kind of method for preparing sea breeze aldehyde intermediate

A technology of Haifeng aldehyde and intermediate, applied in the field of preparation of Haifeng aldehyde intermediate, can solve the problems of non-reusable, large amount of waste water, unfavorable environmental protection and the like

Active Publication Date: 2016-03-30
SUQIAN COSMOS CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this patent, not only the cost of raw materials used is relatively high, but also bromine needs to be recovered in the post-reaction treatment process, the process is cumbersome, and the "three wastes" are produced in a large amount
In "ChemCatchem" 2010, No. 2, pages 392-396, it is described that aluminum trichloride, polyethylene glycol, etc. are used as catalysts for halomethylation of aromatic hydrocarbons. The same catalysts cannot be reused, and the cost is relatively high. The amount of waste water is large, which is not conducive to industrial production
[0006] As can be seen from the technical analysis of existing patents and documents, there are many problems in the existing ethylbenzene chloride / bromomethylation process, such as catalyst and post-treatment costs are higher, the catalyst cannot be recovered or recycled, and the yield is low. Moreover, the reaction produces more waste water, which is not conducive to environmental protection.

Method used

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preparation example Construction

[0015] According to the present invention, there is provided a preparation method of sea breeze aldehyde intermediate, the preparation method comprising the following 3 steps:

[0016] Step 1. Add ethylbenzene, formaldehyde, sulfuric acid aqueous solution and quaternary ammonium salt phase transfer catalyst into the reaction kettle, mix and stir uniformly, wherein the molar ratio of ethylbenzene and formaldehyde is 1:1~2, and the sulfuric acid aqueous solution The mass percentage concentration of the quaternary ammonium salt is 30-95%, and the amount of the quaternary ammonium salt phase transfer catalyst is 0.2-20wt% of ethylbenzene.

[0017] According to the present invention, proton acid sulfuric acid is used as a catalyst for the chloromethylation of ethylbenzene to effectively catalyze the chloromethylation of ethylbenzene. At the same time, sulfuric acid is a large-tonnage chemical product with low price and can reduce production costs.

[0018] The sulfuric acid is used in the...

Embodiment 1

[0052] Add 378g ethylbenzene, 214g paraformaldehyde, 3552g sulfuric acid aqueous solution with a mass percentage concentration of 50% and 57.5g tetrabutylammonium bromide into the reactor, mix and stir well;

[0053] Then the reactor was heated to 50°C, and then hydrogen chloride gas was continuously introduced to perform the chloromethylation reaction. The ventilation rate per hour was such that the molar ratio of hydrogen chloride to ethylbenzene was 0.3:1, and the ventilation was stopped after 12 hours of ventilation;

[0054] The reaction kettle was cooled to 20°C, and then separated at room temperature. The separated aqueous phase was recycled. The organic phase was washed with saturated sodium carbonate solution and saturated brine, and the washed organic phase was distilled under reduced pressure. The fraction of the target product ethyl benzyl chloride is obtained at 70-100°C, and the yield reaches 86%.

[0055] Detected by GC, the content of ethyl benzyl chloride is 96.5%, o...

Embodiment 2

[0057] Add 378g of ethylbenzene, 214g of paraformaldehyde, 2220g of 80% sulfuric acid aqueous solution and 57.5g of tetrabutylammonium bromide into the reactor, mix and stir well;

[0058] Then the reactor was heated to 115°C, and then hydrogen chloride gas was continuously introduced to perform the chloromethylation reaction. The ventilation rate per hour was such that the molar ratio of hydrogen chloride to ethylbenzene was 0.4:1, and the ventilation was stopped after 5 hours of ventilation;

[0059] The reactor was cooled to 25°C, and then separated at room temperature. The separated aqueous phase was recycled. The organic phase was washed twice with saturated sodium carbonate solution and saturated brine, and the washed organic phase was decompressed Distillation to obtain a fraction of the target product ethyl benzyl chloride at 70-100°C, with a yield of 92%.

[0060] According to GC detection, the content of ethyl benzyl chloride is 96.8%, of which the molar ratio of 4-ethyl be...

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Abstract

The invention discloses a method of preparing a floralozone intermediate. Under the action of an aqueous sulfuric acid solution and a quaternary ammonium salt as a phase transfer catalyst, by controlling the reaction temperature, hydrogen chloride gas is continuously fed into a reaction system containing ethylbenzene and paraformaldehyde so as to perform chloromethylation of the ethylbenzene, and ethylbenzyl chloride with a purity higher than 95% and a yield being 85-94% is finally prepared. By adoption the ethylbenzyl chloride as the intermediate, floralozone can be prepared by condensing the intermediate and isobutyraldehyde.

Description

Technical field [0001] The invention relates to a preparation method of organic intermediates, in particular to a preparation method of sea breeze aldehyde intermediates. Background technique [0002] The compounds that replace the phenylpropanal series have the fragrance of lily of the valley and rabbit ear grass, fresh air style, and the name is sea breeze aldehyde. Its fragrance is elegant and long-lasting. It enhances the fragrance formula and enhances the fragrance of the green flowers. It has valuable use value. [0003] Sea breeze aldehyde can be prepared by condensation of ethyl benzyl halide with isobutyraldehyde under the action of a catalyst. It can be seen that, as an organic synthesis intermediate, ethyl benzyl halide is particularly important for the synthesis of sea breeze aldehyde. [0004] In the prior art, the synthesis of sea breeze aldehyde mostly uses ethyl benzyl halide as the starting material, while ethyl benzyl halide uses ethylbenzene and paraformaldehyde ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C22/04C07C17/32C07C47/228C07C45/68
Inventor 王宁宁陈思黄进杨东生张良凯
Owner SUQIAN COSMOS CHEM