Trifluoroacetic acid methylene chloride → HCID 68716451, compound

HRID 29420Notes

Reaction equation

HRID 29420 reaction equation
C([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([O:20][CH3:21])[C:11]=2[C:12]=1[CH3:13])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O.ClCCl>>[C:18]([C:15]1[CH:16]=[CH:17][C:10]2[O:9][C:8]([C:6]([OH:7])=[O:5])=[C:12]([CH3:13])[C:11]=2[C:14]=1[O:20][CH3:21])#[N:19]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 68716201HCID 68716201, compound

Product 1

HCID 68716451HCID 68716451, compoundYield 100.2%

Procedure

To 150 mg of 5-cyano-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester was added 4 mL of TFA/dichloromethane (1:1) and the solution was stirred at room temperature for 3 h. When the reaction was done, the solvents were removed under vacuum and the residue was triturated with hexane/dichloromethane. Filtration of the suspension gave 121 mg (100% yield) of 5-cyano-4-methoxy-3-methyl-benzofuran-2-carboxylic acid as a white solid.

Workup

  1. customthe solvents were removed under vacuum
  2. customthe residue was triturated with hexane/dichloromethane
  3. filtrationFiltration of the suspension

Sources & evidence

ORD record
ord-445e0be1f64c4219b09f853783abaeeb
Source dataset
uspto-grants-2008_09
Patent number
US07420001B2

Reaction notes

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