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530611

Sigma-Aldrich

3-Methylbenzofuran-2-carboxylic acid

98%

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
Molecular Weight:
176.17
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

194-197 °C (lit.)

SMILES string

Cc1c(oc2ccccc12)C(O)=O

InChI

1S/C10H8O3/c1-6-7-4-2-3-5-8(7)13-9(6)10(11)12/h2-5H,1H3,(H,11,12)

InChI key

YMZTUCZCQMQFMK-UHFFFAOYSA-N

General description

3-Methylbenzofuran-2-carboxylic acid is a benzofuran derivative. It undergoes palladium-catalyzed cross-coupling reaction with 4-iodoanisole and diphenyliodonium triflate under different reaction conditions to form the corresponding biaryl.

Application

3-Methylbenzofuran-2-carboxylic acid may be used in the preparation of 3-methyl-N-phenylbenzofuran-2-carboxamide by reacting with aniline.

Packaging

1 g in glass bottle

Certificate of Analysis

Certificate of Origin

Karla-Sue C Marriott et al.
Bioorganic & medicinal chemistry, 20(23), 6856-6861 (2012-10-23)
Novel benzofuran-2-carboxamide ligands, which are selective for sigma receptors, have been synthesized via a microwave-assisted Perkin rearrangement reaction and a modified Finkelstein halogen-exchange used to facilitate N-alkylation. The ligands synthesized are the 3-methyl-N-phenyl-N-(3-(piperidin-1-yl)propyl)benzofuran-2-carboxamides (KSCM-1, KSCM-5 and KSCM-11). The benzofuran-2-carboxamide structure...
Biaryl Synthesis via Decarboxylative Pd-Catalyzed Reactions of Arenecarboxylic Acids and Diaryliodonium Triflates.
Becht JM and Drian CL.
Organic Letters, 10(14), 3161-3164 (2008)
Synthesis of biaryls via decarboxylative Pd-catalyzed cross-coupling reaction.
Becht JM, et al.
Organic Letters, 9(9), 1781-1783 (2007)

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