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The preparation method of cyclopentene formaldehyde

A technology of cyclopentene formaldehyde and adipaldehyde, which is applied in the field of preparation of cyclopentene formaldehyde, and achieves the effects of simple operation, solution to industrialized preparation, and high yield

Active Publication Date: 2016-04-20
SUNSHINE LAKE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The invention provides a method for preparing cyclopentene formaldehyde. Cyclopentene formaldehyde is prepared by ring-opening epoxycyclohexane to generate adipaldehyde, and then ring-closing and dehydrating adipaldehyde. The operation is simple and the yield High, effectively solved the problem of its industrial preparation

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  • The preparation method of cyclopentene formaldehyde

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specific Embodiment approach

[0046] In order to enable those skilled in the art to better understand the technical solutions of the present invention, some non-limiting examples are further disclosed below to further describe the present invention in detail.

[0047] The reagents used in the present invention can be purchased from the market or can be prepared by the methods described in the present invention.

[0048] In the present invention, g means gram, and mL means milliliter.

Embodiment 1

[0050] At room temperature, add 7.5kg of water and 1.04kg of sodium periodate into the reaction kettle, stir and cool to 10°C; then slowly add 0.024kg of concentrated sulfuric acid dropwise, after the dropwise addition, stir until the solution is clear. Add 0.50kg epoxycyclohexane dropwise at 10°C-25°C, and react with stirring at 10°C-25°C for 4.5 hours after the dropwise addition.

[0051] Add 2 kg of dichloromethane to the reaction kettle, stir for 15 minutes, let stand to separate layers, collect the organic layer, extract the water layer once with 1 kg of dichloromethane, and combine the organic phases.

[0052] Add 0.12kg of L-proline to the reaction kettle with the above organic phase, stir, and control the temperature at 20°C-40°C; react for 4-5 hours.

[0053] Add 1.5 kg of water, stir for 15 minutes, let stand to separate layers, collect the organic phase, extract the water phase with 0.5 kg of dichloromethane once, and combine the organic phases. Transfer the organi...

Embodiment 2

[0055]At room temperature, add 22.5kg of water and 3.27kg of sodium periodate into the reaction kettle, stir and cool to 10°C-15°C; then slowly add 0.075kg of concentrated sulfuric acid dropwise, after the dropwise addition, stir until the solution is clear. Add 1.50 kg of epoxycyclohexane dropwise at 10°C-20°C. After the dropwise addition, stir and react at 10°C-20°C for 5.5 hours.

[0056] Add 5 kg of dichloromethane to the reaction kettle, stir for 10 minutes, let stand to separate layers, and collect the organic layer. The aqueous layer was extracted twice with 2 kg of dichloromethane respectively, and the organic phases were combined. Add 0.80kg of L-proline to the reaction kettle with the above organic phase, stir, and control the temperature at 25°C-30°C; react for 5-6 hours.

[0057] Add 4kg of water, stir for 15 minutes, let stand to separate layers, collect the organic phase, extract the water phase twice with 1kg of dichloromethane respectively, and combine the org...

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Abstract

The invention provides a cyclopentenecarboxaldehyde preparation method, and belongs to the technical field of pharmacy. The method comprises: performing ring opening reaction on cyclohexene oxide under the effect of sodium periodate and sulfuric acid, so as to prepare adipaldehyde; and performing cyclization on adipaldehyde under the effect of L-proline and other catalysts, so as to convert adipaldehyde into cyclopentenecarboxaldehyde. The provided method is simple in operation, is capable of obtaining the high-quality product at a high yield and is suitable for industrialized production.

Description

technical field [0001] The invention relates to a preparation method of cyclopentene formaldehyde, which belongs to the technical field of pharmacy. Background technique [0002] Cyclopentene formaldehyde, also known as 1-cyclopentene-1-carbaldehyde, is a commonly used chemical raw material. In the prior art, 1,2-cyclohexanediol is usually prepared by oxidation or dialdehyde condensation, but these methods have problems such as difficult operation or low yield. In order to obtain large-scale high-quality products with high yield and low cost in a simple and convenient way, it is necessary to study their preparation methods. Contents of the invention Summary of the invention [0003] The invention provides a method for preparing cyclopentene formaldehyde. Cyclopentene formaldehyde is prepared by ring-opening epoxycyclohexane to generate adipaldehyde, and then ring-closing and dehydrating adipaldehyde. The operation is simple and the yield High, effectively solved the pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/66C07C47/40
CPCC07C45/58C07C45/66C07C2601/10C07C47/40C07C47/12
Inventor 张德喜孙国栋陈永好陈宗明
Owner SUNSHINE LAKE PHARM CO LTD
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