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Selective hydroformylation of unsaturated esters using a Rh/PPh3-supported ionic liquid-phase catalyst, followed by a novel route to pyrazolin-5-ones

Paper ID Volume ID Publish Year Pages File Format Full-Text
42906 45946 2008 6 PDF Available
Title
Selective hydroformylation of unsaturated esters using a Rh/PPh3-supported ionic liquid-phase catalyst, followed by a novel route to pyrazolin-5-ones
Abstract

Methyl acrylates were hydroformylated with high regioselectivity and excellent yield to the corresponding branched aldehydes using Rh/PPh3-supported ionic liquid-phase (SILP) catalyst in water as a reaction medium. The effect of various reaction variables like temperature, pressure, P/Rh ratio, substrate/Rh ratio, and phosphorous ligands on chemoselectivity and regioselectivity for hydroformylation reaction were optimized. The optimized reaction conditions were then applied for hydroformylation of various unsaturated esters. The methyl acrylate hydroformylation products were further reacted with phenyl hydrazine to obtain, 4-methyl-substituted pyrazolin-5-ones with high yield.

Graphical abstractVarious unsaturated esters were hydroformylated to the corresponding branched aldehydes with essentially perfect regioselectivity and excellent yield using a conventional Rh/PPh3 catalyst in ionic liquid film supported on silica (Rh/PPh3/SILPC) in water as reaction medium. The high selectivity towards α-formylation obtained is then used to synthesize 4-methyl-substituted pyrazolin-5-ones using phenyl hydrazine under mild reaction conditions.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Hydroformylation; Unsaturated esters; Supported ionic liquid-phase catalysis (SILPC); Pyrazolin-5-ones
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Selective hydroformylation of unsaturated esters using a Rh/PPh3-supported ionic liquid-phase catalyst, followed by a novel route to pyrazolin-5-ones
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 347, Issue 2, 15 September 2008, Pages 142–147
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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Any Questions? feel free to contact us