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CS-W001157 4
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ethyl 3-methyl-1-benzofuran-2-carboxylate

  • CAS No. 22367-82-4

  • Cat. No. CS-0061548
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

ethyl 3-methyl-1-benzofuran-2-carboxylate|CS-0061548

Structure of 22367-82-4

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General Information

  • CAS No. 22367-82-4
  • Cat. No. CS-0061548
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂O₃
  • Molecular Weight 204.22
  • Synonym(s) 3-Methylbenzofuran-2-Carboxylic Acid Ethyl Ester
  • SMILES CCOC(=O)C1=C(C)C2=CC=CC=C2O1

Description

Ethyl 3-methyl-1-benzofuran-2-carboxylate features a fused benzofuran scaffold with a methyl group at the 3-position and an ester-functionalized C2 carbon. This electron-rich heterocycle serves as a key building block in medicinal chemistry, enabling efficient access to bioactive molecules through direct functionalization or cross-coupling reactions under standard conditions.

Application

Ethyl 3-methyl-1-benzofuran-2-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzofuran scaffolds. Its ester functionality facilitates standard transformations including hydrolysis, reduction, and nucleophilic substitution, while the methyl group provides regiochemical control in electrophilic aromatic substitution. The molecule exhibits good bench stability and compatibility with common reaction conditions, making it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • Ethyl 3-oxo-2-phenoxybutanoate|CS-0322469
      7699-83-4
    • ~66%
    • In-stock
      ethyl 3-methyl-1-benzofuran-2-carboxylate|CS-0061548
      22367-82-4

    References

    • Bedford, Simon B.; Begley, Michael J.; Cornwall, Philip; Foreman, Joel P.; Knight, David W. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 23 p. 2827 - 2832
  • Route2
    • Ethyl 2-(2-acetylphenoxy)acetate|CS-0247744
      63815-27-0
    • ~1%
    • In-stock
      3-Methylbenzofuran|CS-0006837
      21535-97-7
    • Benzo[b]oxepine-3,5(2H,4H)-dione|CS-0967720
      62557-53-3
    • In-stock
      ethyl 3-methyl-1-benzofuran-2-carboxylate|CS-0061548
      22367-82-4
    • null|null
      137514-49-9

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 2 p. 423 - 429
  • Route3
    • 2'-Hydroxyacetophenone Paracetamol Impurity|CS-0228947
      118-93-4
    • null|null
      105-36-2
    • ~45%
    • In-stock
      ethyl 3-methyl-1-benzofuran-2-carboxylate|CS-0061548
      22367-82-4

    References

    • Yang, Li; Lei, Hua; Mi, Cheng-Gen; Liu, Huan; Zhou, Tian; Zhao, Ying-Lan; Lai, Xiao-Yun; Li, Zi-Cheng; Song, Hang; Huang, Wen-Cai Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5389 - 5392

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   39.44
  • LogP   2.91792
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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