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5,6-dihydropyrane and preparation method for derivative thereof

A derivative and pyran technology, applied in the field of chemistry, can solve problems such as low product yield, achieve the effects of improving reaction yield, avoiding self-polymerization, and low production cost

Inactive Publication Date: 2008-03-19
ZHEJIANG NHU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

U.S. Patent No. 5,162,551 discloses benzaldehyde and conjugated diolefins in AlCl 3 2-phenyl-5,6-dihydro-2H-pyran can be synthesized under the catalysis of AlCl 3 It is also the initiator of self-polymerization of conjugated diolefins, so in the occasion where formaldehyde needs to be decomposed at high temperature, conjugated diolefins are more likely to self-polymerize, and the yield of the product is very low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Embodiment 1: In autoclave A, add 30g phosphoric acid and 270g paraformaldehyde. Add 910ml pentadiene conjugated diolefins, ZnCl 2 In the reactor B containing the catalyst and 300ml of tetrahydrofuran, after connecting the autoclave A and the autoclave B, gradually raise the temperature of the autoclave A to about 140°C to generate anhydrous formaldehyde gas. The high-pressure reaction kettle B is kept at a temperature of about 50°C under stirring, and the hetero-Diels-Alder reaction is carried out. After the reaction is completed, it is cooled, and the product 2-methyl-5,6-dihydro-pyran 730.1 can be obtained after solvent recovery, washing and distillation g, yield 81.8%.

[0012] The operation procedure of embodiment 2-10 is as embodiment 1, changes reaction raw material, catalyst etc., and the product obtained in embodiment 2-6 is 2-methyl-5,6-dihydro-pyran, and embodiment 7-8 obtains The product is 5,6-dihydro-pyran, and the product that embodiment 9-10 obtains is...

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Abstract

The invention discloses a preparation method of a 5, 6-dihydrogen-pyran and the derivatives of the 5, 6-dihydrogen-pyran. In the present methods, the self-polymerization of conjugate dienes is easily happened in a synthesis reaction, and as a result, the yield rate of products is low. In the invention, under the catalysis of lewis acid, the conjugate dienes and anhydrous formaldehyde synthesize the 5, 6-dihydrogen-pyran and the derivatives by the Diels-Alder reaction; after being depolymerized by paraformaldehyde, trioxymethylene or polyoxymethylene in another reaction kettle, the anhydrous formaldehyde in the form of gas enters into the reaction kettle of synthesis reaction which is carried out under the temperature between 30 DEG C and 100 DEG C. Because the invention separates the depolymerization from the synthesis, the synthesis reaction does not have to be carried out under a high temperature, the self-polymerization of conjugate dienes is avoided, and therefore the yield rate of reaction is increased.

Description

technical field [0001] The invention relates to the field of chemistry, in particular to a preparation method of 5,6-dihydro-pyran and its derivatives. Background technique [0002] 5,6-dihydro-pyran and its derivatives are important intermediates in the organic chemical industry, which have a special fragrance and play a very important role in the perfume synthesis industry, and can also be used as a good solvents, even insecticides, fungicides, parasiticides. For example, 2-methyl-5,6-dihydro-pyran is an intermediate in the synthesis of precious spice leaf alcohol. [0003] There are many ways to synthesize 5,6-dihydro-pyran and its derivatives. The method with synthetic value is to use conjugated diolefins and aldehyde groups under Lewis (Lewis) acid catalysis, through Diels-Alder reaction (Diels-Alder), the self-polymerization of conjugated dienes at high temperatures is very serious. U.S. Patent No. 5,162,551 discloses benzaldehyde and conjugated diolefins in AlCl 3...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/32
Inventor 季跟忠段小停张燚城
Owner ZHEJIANG NHU CO LTD
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