Trifluoroacetic acid methylene chloride → 3-Methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acid

HRID 29375Notes

Reaction equation

HRID 29375 reaction equation
C([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:11]=2[C:12]=1[CH3:13])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O.ClCCl>>[CH3:13][C:12]1[C:11]2[C:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:15][CH:16]=[CH:17][C:10]=2[O:9][C:8]=1[C:6]([OH:7])=[O:5]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 687154533-Methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester

Product 1

HCID 687173063-Methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acidYield 92.8%

Procedure

To 140 mg 3-methyl-4-morpholin-4-yl-benzofuran-2-carboxylic acid tert-butyl ester was added 4 mL of TFA/dichloromethane (1:1). The solution was stirred at room temperature for 5 h. The solvents were removed under vacuum and the residue was triturated with ether. Filtration gave 107 mg of 3-methyl-4-morpholin-4-yl-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-dcb078251a394645bb7a44e63aa37b69
Source dataset
uspto-grants-2008_09
Patent number
US07420001B2

Reaction notes

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