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Metal-iodide catalytic system for direct etherification from aldehydes and/or ketones

A catalytic system and ether compound technology, applied in the direction of metal/metal oxide/metal hydroxide catalyst, physical/chemical process catalyst, chemical/physical process, etc., can solve problems such as limiting large-scale use

Inactive Publication Date: 2021-06-08
RHODIA OPERATIONS SAS +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method limits its large-scale use due to the need for several-fold excesses of strong Bronsted acids

Method used

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  • Metal-iodide catalytic system for direct etherification from aldehydes and/or ketones
  • Metal-iodide catalytic system for direct etherification from aldehydes and/or ketones
  • Metal-iodide catalytic system for direct etherification from aldehydes and/or ketones

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Experimental program
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Effect test

example

[0096] Synthesis experiment:

[0097] 1. The catalytic effect of Pd catalyst and ethyl iodide in the reaction mixture

[0098] 1.1 Etherification of alkyl aldehydes:

[0099] In a typical experiment, a 50ml stainless steel reactor was filled with 2g of 1-octanol and 0.1g of 1-octanal or 1-heptanal as the reaction medium, and 50mg of 5wt.%Pd / Al 2 o 3 Catalyst and 10 mg ethyl iodide as active catalytic system. The reactor was sealed and filled with 20 bar H 2 Pressurize, heat to 60° C. and maintain under continuous stirring for at least 2 h (up to 15 h max). After the reaction, the product was analyzed by GC and GC-MS. Preliminary catalytic results (alkylaldehyde conversion and selectivity to the corresponding ether) are shown in Table 1. Additional by-products such as acetals and hemiacetals were also observed.

[0100] Table 1. Catalytic results for the etherification of alkyl aldehydes

[0101]

[0102] 1.2 Etherification of aryl aldehydes:

[0103] Fill a 50ml st...

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Abstract

A process for etherification of aldehydes and / or ketones in the presence of a catalyst and an iodine source.

Description

technical field [0001] The present invention relates to a process for the preparation of ether compounds by reacting aldehydes and / or ketones with alcohols in the presence of a metal-iodine catalyst or a metal catalyst and a source of iodine. Background technique [0002] Ethers are widely used in synthetic organic chemistry, eg as solvents or as starting materials for further synthetic applications. Several routes for the preparation of ethers are well known, including the dehydration of alcohols, the Williamson ether synthesis, Wurtz's synthesis, the Ullmann condensation, or the electrophilic addition of alcohols to alkenes. [0003] In general, it is a common problem that in conventionally used etherification reactions, the required temperature is costly and leads to low product yields. It is desirable to establish an environmentally friendly lower reaction temperature and thus higher product yields at lower production costs. Therefore, there is a strong need not only t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/09C07C41/01B01J27/13B01J21/12B01J27/06
CPCC07C41/01C07D307/48B01J37/04B01J27/08B01J23/42B01J23/44B01J23/462C07C43/04C07C43/164C07C43/2055B01J21/04B01J21/18B01J37/22C07D307/42
Inventor 吴丹V·奥多斯凯W·Y·赫南德斯恩西索S·斯特雷夫
Owner RHODIA OPERATIONS SAS