α-Methylenation of methyl propanoate via catalytic dehydrogenation of methanol

Patrizia Lorusso; Jacorien Coetzee; Graham Eastham; David John Cole-Hamilton

doi:10.1002/cctc.201500763

α-Methylenation of methyl propanoate via catalytic dehydrogenation of methanol

Patrizia Lorusso, Jacorien Coetzee, Graham Eastham, David John Cole-Hamilton

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

A one-pot system for the conversion of methyl propanoate (MeP) to methyl methacrylate (MMA) has been investigated. In particular, this study is focused on the possibility of performing catalytic dehydrogenation of methanol for the in situ production of anhydrous formaldehyde, which is then consumed in a one-pot base-catalysed condensation with MeP to afford methyl 3-hydroxy-2-methylpropanoate, which spontaneously dehydrogenates to MMA, some of which is subsequently hydrogenated to methyl 2-methypropanoate (MiBu).

Original language	English
Pages (from-to)	222–227
Journal	ChemCatChem
Volume	8
Issue number	1
Early online date	10 Nov 2015
DOIs	https://doi.org/10.1002/cctc.201500763
Publication status	Published - 7 Jan 2016

Keywords

Anhydrous formaldehyde
Dehydrogenation
Methyl methacrylate
One-pot system
Ruthenium

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10.1002/cctc.201500763

Lorusso_2015_CCC_Methylenation_AM
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-820227.html#terms. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://dx.doi.org/10.1002/cctc.201500763
Accepted author manuscript, 1.41 MB
Lorusso_2015_CCC_Methylenation_AM_Supplement
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-820227.html#terms. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://dx.doi.org/10.1002/cctc.201500763
Accepted author manuscript, 971 KB

Cite this

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title = "α-Methylenation of methyl propanoate via catalytic dehydrogenation of methanol",

abstract = "A one-pot system for the conversion of methyl propanoate (MeP) to methyl methacrylate (MMA) has been investigated. In particular, this study is focused on the possibility of performing catalytic dehydrogenation of methanol for the in situ production of anhydrous formaldehyde, which is then consumed in a one-pot base-catalysed condensation with MeP to afford methyl 3-hydroxy-2-methylpropanoate, which spontaneously dehydrogenates to MMA, some of which is subsequently hydrogenated to methyl 2-methypropanoate (MiBu).",

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AU - Eastham, Graham

AU - Cole-Hamilton, David John

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AB - A one-pot system for the conversion of methyl propanoate (MeP) to methyl methacrylate (MMA) has been investigated. In particular, this study is focused on the possibility of performing catalytic dehydrogenation of methanol for the in situ production of anhydrous formaldehyde, which is then consumed in a one-pot base-catalysed condensation with MeP to afford methyl 3-hydroxy-2-methylpropanoate, which spontaneously dehydrogenates to MMA, some of which is subsequently hydrogenated to methyl 2-methypropanoate (MiBu).

KW - Anhydrous formaldehyde

KW - Dehydrogenation

KW - Methyl methacrylate

KW - One-pot system

KW - Ruthenium

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IS - 1

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α-Methylenation of methyl propanoate via catalytic dehydrogenation of methanol

Abstract

Keywords

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