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Method for producing optionally substituted methylenedioxybenzene

A technology of catechol methylene ether and substituent, which is applied in the field of preparation of catechol methylene ether, and can solve problems such as extra cost

Inactive Publication Date: 2007-05-16
RHODIA CHEM SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] It also has the attendant disadvantage of producing brine waste containing large amounts of sodium chloride, which means additional costs to treat the residual waste water

Method used

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  • Method for producing optionally substituted methylenedioxybenzene
  • Method for producing optionally substituted methylenedioxybenzene
  • Method for producing optionally substituted methylenedioxybenzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0144] 5 ml of powdered glass, 4 ml of TS-1 (ie 2.2 g) and 5 ml of powdered glass were successively introduced into a glass gas phase reactor with an inner diameter of 21 mm and equipped with a temperature probe.

[0145] The catalyst bed was heated to 330° C. under a nitrogen flow of 2 l / h.

[0146] Prepare a solution with the following composition:

[0147] -Dioxane: 45g

[0148] - Pyrocatechol: 15g (136mmol)

[0149] - Trioxane: 1.36g (15.1mmol, i.e. 45.3mmol formaldehyde)

[0150] The solution was injected at a rate of 4 ml / h for 5 hours, that is, 22.8 g of the solution was injected.

[0151] The condensate was subsequently recovered and the catechol methylene ether formed was quantified by high-performance liquid chromatography.

[0152] A catechol methylene ether yield of 28% relative to the injected HCHO units was obtained.

Embodiment 2

[0154] Example 1 was repeated, except that TS-1 was replaced by TS-2.

[0155] A catechol methylene ether yield of 30% relative to the injected HCHO units was obtained.

Embodiment 3

[0157] Example 1 was repeated, except that pyrocatechol was replaced by 4-methylcatechol.

[0158] A 4-methylcatechol methylene ether yield of 30% relative to the injected HCHO units was obtained.

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Abstract

The invention relates to a method for producing optionally substituted methylenedioxybenzene. The invention particularly relates to the production of methylenedioxybenzene. The inventive production method is characterized by the fact that it involves the reaction of an optionally substituted catechol with an aldehyde in the presence of a solid acid catalyst selected among: a titanium silicalite and a zeolite that is doped with tin and / or titanium.

Description

technical field [0001] The present invention relates to a process for the preparation of optionally substituted catechol methylene ethers (méthylènedioxybenzène). [0002] More specifically, the present invention relates to a process for the preparation of optionally substituted catechol methylene ethers according to a process using a heterogeneous catalyst. [0003] The present invention relates more particularly to the preparation of catechol methylene ether. [0004] In the following context of the present invention, the term "optionally substituted catechol methylene ethers" refers to compounds of the catechol methylene ether type in which the benzene ring bears substituents and / or methylene groups One of the hydrogen atoms is replaced by a hydrocarbon group. Background technique [0005] Catechol methylene ether is a product widely used in organic chemistry. It is used inter alia as a synthetic intermediate in the fields of pharmaceuticals, agrochemicals and fragranc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/50C07D317/46C07D317/48
CPCC07D317/50C07D317/46C07D317/48
Inventor R·扎库特J-R·德斯穆尔
Owner RHODIA CHEM SA