An efficient procedure for synthesis of 2-formylcyclopent-2-enecarboxylic acid

Chaohang Xu; Wei Li; Xiaodong Jin; Guangke He; Hongjun Zhu

doi:10.1007/s11164-014-1719-1

An efficient procedure for synthesis of 2-formylcyclopent-2-enecarboxylic acid

Chaohang Xu, Wei Li, Xiaodong Jin, Guangke He, Hongjun Zhu

School of Chemistry and Moleculai Engineering

Nanjing Tech University

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

1 Scopus citations

Abstract

Abstract A synthetic method for 2-formylcyclopent-2-enecarboxylic acid is described. This procedure comprises two steps. The first step is a [2 + 2] cycloaddition reaction, and the second step is a hydrolysis and ring-opening reaction. A plausible mechanism of the hydrolysis and ring-opening reaction was supposed. Then, the effects of different solvents, base mol ratio, concentration of base, and reaction temperature on the yield of the second step were studied. Finally, under the obtained optimized conditions, the product was achieved and isolated in 59.4 % yield, which was more than double the ones reported previously. An improved and efficient procedure for the synthesis of 2-formylcyclopent-2-enecarboxylic acid has been developed.

Original language	English
Article number	1719
Pages (from-to)	6033-6039
Number of pages	7
Journal	Research on Chemical Intermediates
Volume	41
Issue number	9
DOIs	https://doi.org/10.1007/s11164-014-1719-1
State	Published - 6 Sep 2015

Keywords

2-Formylcyclopent-2-enecarboxylic acid
Efficient
Hydrolysis and ring-opening reaction
Improved

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10.1007/s11164-014-1719-1

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title = "An efficient procedure for synthesis of 2-formylcyclopent-2-enecarboxylic acid",

abstract = "Abstract A synthetic method for 2-formylcyclopent-2-enecarboxylic acid is described. This procedure comprises two steps. The first step is a [2 + 2] cycloaddition reaction, and the second step is a hydrolysis and ring-opening reaction. A plausible mechanism of the hydrolysis and ring-opening reaction was supposed. Then, the effects of different solvents, base mol ratio, concentration of base, and reaction temperature on the yield of the second step were studied. Finally, under the obtained optimized conditions, the product was achieved and isolated in 59.4 % yield, which was more than double the ones reported previously. An improved and efficient procedure for the synthesis of 2-formylcyclopent-2-enecarboxylic acid has been developed.",

keywords = "2-Formylcyclopent-2-enecarboxylic acid, Efficient, Hydrolysis and ring-opening reaction, Improved",

author = "Chaohang Xu and Wei Li and Xiaodong Jin and Guangke He and Hongjun Zhu",

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doi = "10.1007/s11164-014-1719-1",

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T1 - An efficient procedure for synthesis of 2-formylcyclopent-2-enecarboxylic acid

AU - Xu, Chaohang

AU - Li, Wei

AU - Jin, Xiaodong

AU - He, Guangke

AU - Zhu, Hongjun

PY - 2015/9/6

Y1 - 2015/9/6

N2 - Abstract A synthetic method for 2-formylcyclopent-2-enecarboxylic acid is described. This procedure comprises two steps. The first step is a [2 + 2] cycloaddition reaction, and the second step is a hydrolysis and ring-opening reaction. A plausible mechanism of the hydrolysis and ring-opening reaction was supposed. Then, the effects of different solvents, base mol ratio, concentration of base, and reaction temperature on the yield of the second step were studied. Finally, under the obtained optimized conditions, the product was achieved and isolated in 59.4 % yield, which was more than double the ones reported previously. An improved and efficient procedure for the synthesis of 2-formylcyclopent-2-enecarboxylic acid has been developed.

AB - Abstract A synthetic method for 2-formylcyclopent-2-enecarboxylic acid is described. This procedure comprises two steps. The first step is a [2 + 2] cycloaddition reaction, and the second step is a hydrolysis and ring-opening reaction. A plausible mechanism of the hydrolysis and ring-opening reaction was supposed. Then, the effects of different solvents, base mol ratio, concentration of base, and reaction temperature on the yield of the second step were studied. Finally, under the obtained optimized conditions, the product was achieved and isolated in 59.4 % yield, which was more than double the ones reported previously. An improved and efficient procedure for the synthesis of 2-formylcyclopent-2-enecarboxylic acid has been developed.

KW - 2-Formylcyclopent-2-enecarboxylic acid

KW - Efficient

KW - Hydrolysis and ring-opening reaction

KW - Improved

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U2 - 10.1007/s11164-014-1719-1

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An efficient procedure for synthesis of 2-formylcyclopent-2-enecarboxylic acid

Abstract

Keywords

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