New loop opening hydrogenation reaction method for furan derivant

A technology of hydrogenation reaction and a new method, which is applied to the preparation of cyanide reaction, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of harsh reaction conditions, reduce activation energy, reduce operation difficulty, and reduce reaction Effects of pressure and cost

Inactive Publication Date: 2011-07-27
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

(Chemical Communications, 2009, 2035-2037) But this rela

Method used

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  • New loop opening hydrogenation reaction method for furan derivant
  • New loop opening hydrogenation reaction method for furan derivant
  • New loop opening hydrogenation reaction method for furan derivant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-10

[0017] The reaction substrates of Examples 1-10 are shown in Table 1.

[0018] Table 1

[0019] Example

R 1

R 2

R 3

R 4

Example 1

H

H

H

H

Example 2

CH 2 -OH

H

H

H

Example 3

CHO

H

H

H

Example 4

CH 2 CH 2 CHOCH 3

H

H

H

[0020] Example 5

H

H

C 10

H

Example 6

H

CH 2 CH 2 Cl

H

H

Example 7

H

H

H

benzene ring

Example 8

COOH

H

H

H

Example 9

COOCH 3

H

H

NH 2

Example 10

Oh

H

SH

H

[0021] Embodiment 1-4 adopts a batch reactor, 5-7 adopts a fluidized bed reactor, and 8-10 adopts a fixed reactor. The reaction temperature is 100-250° C., and the pressure is 0.1MPa-3.5MPa. The reaction results are shown in the table 2

[0022] Table 2

[0023] Example

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Abstract

The invention aims at providing a new loop opening hydrogenation reaction method for furan derivant, which changes a reaction way by changing the traditional mechanism of catalytic reaction, realizes transformation from the traditional way of hydrogenation first and ring opening secondly to the way of ring opening first and hydrogenation secondly, and reduces the activation energy of reaction, thus greatly reducing reaction pressure and cost, alleviating operation difficulty, and have good industrial application prospect.

Description

technical field [0001] This patent relates to a new method for ring-opening hydrogenation reaction of furan derivatives. Background technique [0002] The five atoms on the furan ring are SP 2 Hybridization, the five atoms are on the same plane, and the lone pair of electrons on the heteroatoms participates in conjugation to form a conjugated system with aromaticity, which makes this five-membered heterocyclic system relatively stable. Generally, the hydrogenation ring-opening reaction of the five-membered heterocyclic ring system is: hydrogenation is first performed on the two double bonds on the heterocyclic ring, and then further hydrogenolysis is performed to form a ring-opened product: [0003] [0004] However, the tetrahydrofuran structure obtained by hydrogenation in the first step is also very stable, and the reaction conditions for the hydrogenolysis reaction in the second step are extremely harsh. Take furfuryl alcohol as an example for further explanation be...

Claims

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Application Information

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IPC IPC(8): C07C29/17C07C31/20C07C31/12C07C31/125C07C31/36C07C33/20C07C51/36C07C59/01C07C227/16C07C229/22C07C319/12C07C323/12
Inventor 王艳芹徐文杰卢冠忠刘晓晖任家文郭耘郭杨龙龚学庆张志刚王筠松温存
Owner EAST CHINA UNIV OF SCI & TECH
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