Cas no 946427-72-1 (6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester)

6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester is a benzofuran derivative with significant utility in organic synthesis and pharmaceutical research. Its structure, featuring both a hydroxyl and an ester functional group, makes it a versatile intermediate for constructing complex heterocyclic compounds. The ethyl ester moiety enhances solubility in organic solvents, facilitating further chemical modifications. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules due to the benzofuran scaffold's prevalence in pharmacologically active compounds. Its stability under standard conditions and well-characterized reactivity profile contribute to its reliability in synthetic applications.
6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester structure
946427-72-1 structure
Product Name:6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester
CAS No:946427-72-1
MF:C11H10O4
MW:206.194703578949
MDL:MFCD24719631
CID:2125559
Update Time:2025-10-30

6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 6-hydroxy-benzofuran-3-carboxylic acid ethyl ester
    • ETHYL 6-HYDROXYBENZOFURAN-3-CARBOXYLATE
    • RXPGUNOYNYVCGK-UHFFFAOYSA-N
    • 3-Benzofurancarboxylic acid, 6-hydroxy-, ethyl ester
    • Ethyl 6-hydroxy-3-benzofurancarboxylate (ACI)
    • 6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester
    • MDL: MFCD24719631
    • Inchi: 1S/C11H10O4/c1-2-14-11(13)9-6-15-10-5-7(12)3-4-8(9)10/h3-6,12H,2H2,1H3
    • InChI Key: RXPGUNOYNYVCGK-UHFFFAOYSA-N
    • SMILES: O=C(C1C2C(=CC(=CC=2)O)OC=1)OCC

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 241
  • Topological Polar Surface Area: 59.7

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6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  < 5 °C; 6 h, 10 °C
1.2 Reagents: Water ;  cooled; 18 h, 0 °C - rt
Reference
Compounds with two fused bicyclic heteroaryl moieties as modulators of leukotriene A4 hydrolase and their preparation and use in the treatment of diseases
, World Intellectual Property Organization, , ,

Production Method 2

Reaction Conditions
Reference
Aryl carboxylic acid cyclohexyl amide derivatives
, United States, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Aluminum chloride Solvents: Dichloromethane ;  10 min, 0 °C
1.2 Reagents: Ethanethiol ;  0 °C; 3 h, 0 °C
1.3 Reagents: Hydrochloric acid ,  Ammonium chloride Solvents: Water ;  0 °C
Reference
Structure based design and evaluation of benzoheterocycle derivatives as potential dual HIV-1 protease and reverse transcriptase inhibitors
Zhu, Mei; Shan, Qi; Ma, Ling; Dong, Biao; Wang, Juxian; et al, European Journal of Medicinal Chemistry, 2023, 246,

Production Method 4

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; 60 min, 0 °C
1.2 Reagents: Methanol ;  10 min
Reference
Preparation of 3-phenylisoxazole derivatives for treatment of dyslipidemia
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Production Method 5

Reaction Conditions
1.1 Reagents: Boron trifluoride etherate Solvents: Dichloromethane ;  < 36 °C; 30 min, 28 °C
1.2 Reagents: p-Toluenesulfonic acid Solvents: Water ;  28 °C; 2 h, 28 °C
1.3 Reagents: Sodium bicarbonate ;  neutralized
Reference
Triazinopyrrole- and quinoline-urea derivatives as tyrosine kinase inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer
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Production Method 6

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  rt → 0 °C; 2 h, rt
1.2 Reagents: Water ;  cooled
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized
Reference
Preparation of N-piperidinylethylcyclohexyl indolecarboxamide derivatives as inhibitors of chemokine receptors or macrophage protein
, World Intellectual Property Organization, , ,

6-Hydroxy-benzofuran-3-carboxylic acid ethyl ester Raw materials

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