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ChemicalBook--->CAS DataBase List--->26537-68-8

26537-68-8

26537-68-8 Structure

26537-68-8 Structure
IdentificationBack Directory
[Name]

1-benzofuran-3-carboxylic acid
[CAS]

26537-68-8
[Synonyms]

3-Carboxybenzo[b]furan
3-Benzofurancarboxylic acid
1-benzofuran-3-carboxylic acid
Benzo[b]furan-3-carboxylic acid
Benzo[b]furan-3-carboxylicacid97%
Benzo[b]furan-3-carboxylic acid 97%
1-benzofuran-3-carboxylic acid(SALTDATA: FREE)
3-Carboxybenzo[b]furan, 1-Benzofuran-3-carboxylic acid
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C9H6O3
[MDL Number]

MFCD01006722
[MOL File]

26537-68-8.mol
[Molecular Weight]

162.15
Chemical PropertiesBack Directory
[Melting point ]

162℃
[Boiling point ]

325.6±15.0 °C(Predicted)
[density ]

1.363±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

3.19±0.10(Predicted)
[color ]

White
[InChI]

InChI=1S/C9H6O3/c10-9(11)7-5-12-8-4-2-1-3-6(7)8/h1-5H,(H,10,11)
[InChIKey]

BENJFDPHDCGUAQ-UHFFFAOYSA-N
[SMILES]

O1C2=CC=CC=C2C(C(O)=O)=C1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2932990090
Hazard InformationBack Directory
[Synthesis]

3-(Methoxymethylene)-2(3H)-benzofuranone

40800-90-6

1-benzofuran-3-carboxylic acid

26537-68-8

The general procedure for the synthesis of benzofuran-3-carboxylic acid from 3-(methoxymethylenyl)-2(3H)-benzofuranone was as follows: 152 g of o-hydroxyphenylacetic acid was added to a reaction flask, 500 g of acetic anhydride and 250 g of trimethyl orthoformate were added. The temperature of the reaction mixture was raised to 80-100 °C and the temperature was maintained for 6 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give a yellow solid product. To this solid product, 500 g of methanol was added, stirred until completely dissolved, the temperature of the solution was controlled at 0-10 °C, and 180 g of 30% sodium hydroxide solution was slowly added dropwise. Subsequently, the reaction mixture was heated to 50-60°C and kept at this temperature for 3-6 hours. At the end of the reaction, methanol was recovered by distillation under reduced pressure. To the residue, 300 g of drinking water was added, the temperature of the solution was adjusted to below 30 °C, and 160 g of 30% hydrochloric acid was added slowly and dropwise to adjust the pH to 1-2. The mixture was cooled to 0-10 °C and allowed to stand for 3 hours for decantation. The precipitate was collected by filtration and the solid product was washed with cold water. Finally, the product was dried under vacuum to give 158 g of white solid benzofuran-3-carboxylic acid in 97.5% yield.

[References]

[1] Patent: CN108239054, 2018, A. Location in patent: Paragraph 0009; 0015; 0016; 0018; 0020; 0022; 0024
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