Trifluoroacetic acid methylene chloride → 4-Furan-3-yl-3-methyl-benzofuran-2-carboxylic acid

HRID 29371Notes

Reaction equation

HRID 29371 reaction equation
C([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]3[CH:22]=[CH:21][O:20][CH:19]=3)[C:11]=2[C:12]=1[CH3:13])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O.ClCCl>>[O:20]1[CH:21]=[CH:22][C:18]([C:14]2[C:11]3[C:12]([CH3:13])=[C:8]([C:6]([OH:7])=[O:5])[O:9][C:10]=3[CH:17]=[CH:16][CH:15]=2)=[CH:19]1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 687165134-Furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

Product 1

HCID 687127394-Furan-3-yl-3-methyl-benzofuran-2-carboxylic acid

Procedure

To 174 mg of 4-furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester was added 4 mL of TFA/dichloromethane (1:1). The solution was stirred at room temperature for 2 h. The solvents were removed under vacuum and the residue was triturated with ether. Filtration gave 124 mg of of 4-furan-3-yl-3-methyl-benzofuran-2-carboxylic acid as a white solid.

Workup

  1. customThe solvents were removed under vacuum
  2. customthe residue was triturated with ether
  3. filtrationFiltration

Sources & evidence

ORD record
ord-a5676d012f8f478985d78cfa69b30841
Source dataset
uspto-grants-2008_09
Patent number
US07420001B2

Reaction notes

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