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Process for the carbonylation of epoxides

A technology of epoxide and carbonylation, applied in organic chemistry and other directions, can solve the problems of low yield and selectivity

Inactive Publication Date: 2006-05-10
SHELL INT RES MAATSCHAPPIJ BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the metal complexes and catalyst systems described in this document are capable of converting different epoxide substrates to the corresponding monomeric β-lactone products, the yields and selectivities are generally low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Into a 250 ml Hastelloy C reactor (Hastelloy C is a registered trademark of Haynes International Inc.) equipped with a magnetic stirrer, heating unit and inlet was charged 50 ml of diethylene glycol dimethyl ether (diglyme) and Catalyst precursor (97 mg (0.5 mmol) of Na[Co(CO) 4 )], 337 mg (0.5 mmol) of (5,10,15,20-tetraphenyl) porphyrine aluminum chloride), then purging with nitrogen, and finally adding pressure to 10×10 with carbon monoxide (CO) 5 N / m 2 . Then 15 ml (307 mmol) of ethylene oxide (EO) were pumped into the reactor. The pressure in the reactor was raised to 50×10 with CO 5 N / m 2 , and then use hydrogen to finally raise the pressure to 70×10 5 N / m 2 . The reactor was then heated to 70°C and this temperature was maintained for 10 hours with vigorous stirring. The gas consumption measured at the end of the reaction was 20×10 5 N / m 2 .

[0029] The conversion rate and turnover number (TON) of ethylene oxide to β-propiolactone were determined by GC ...

Embodiment 2

[0031] Example 1 was repeated, but with propylene oxide as the substrate. with GC and 1 The TON and conversion of ethylene oxide to β-propiolactone were determined by H-NMR analysis, and the TON was 358 at a conversion of 49%.

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PUM

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Abstract

The present invention relates to a process for the carbonylation of epoxides by reacting epoxides with carbon monoxide in the presence of a two-component catalyst system, wherein the first component is one or more of cobalt, ruthenium and rhodium. A variety of metal sources, the second component is a coordination complex of tetrapyrrole compound and one or more metals belonging to IIIA and IIIB groups, lanthanides and actinides in the periodic system. The invention also relates to a process for the preparation of the catalyst system and the use of the catalyst system in the carbonylation of epoxides.

Description

technical field [0001] The present invention relates to a process for the carbonylation of epoxides, a catalyst system suitable for the process and a process for preparing the catalyst system. Background technique [0002] Carbonylation is generally understood as the insertion of a carbonyl group in an organic compound. For example, the reaction of epoxides with carbon monoxide in the presence of a catalyst comprising a Group VIII metal selected from the periodic system (as defined in CRC Handbook of Chemistry and Physics, 72nd Edition, 1991, pp. 1-11) is such a carbonylation reaction . In the context of the present invention, carbonylation of epoxides means the insertion of a carbonyl group in the alkylene oxide moiety when forming the 2-oxetanone (β-lactone) structure. Methods for the carbonylation of epoxides are well described in the literature. For example, EP-A-0577206 describes the carbonylation of epoxides to give beta-lactones or beta-hydroxycarboxylic acid deriv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D305/12C07D315/00
CPCC07D305/12C07D315/00
Inventor E·德伦特R·厄恩斯特
Owner SHELL INT RES MAATSCHAPPIJ BV
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