Trifluoroacetic acid → 4'-Methyl-5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]biphenyl-3-carboxylic acid

HRID 888370Notes

Reaction equation

HRID 888370 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([OH:23])([C:19]([F:22])([F:21])[F:20])[C:15]([F:18])([F:17])[F:16])[CH:11]=[C:10]([C:24]([O:26]C(C)(C)C)=[O:25])[CH:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[C:12]([C:14]([OH:23])([C:19]([F:20])([F:21])[F:22])[C:15]([F:17])([F:18])[F:16])[CH:11]=[C:10]([C:24]([OH:26])=[O:25])[CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86646751Tert-butyl 4'-methyl-5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]biphenyl-3-carboxylate

Product 1

HCID 866467534'-Methyl-5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]biphenyl-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a DCM (7.8 mL) solution of tert-butyl 4′-methyl-5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]biphenyl-3-carboxylate (0.6 g, 1.5 mmol) from step A was added trifluoroacetic acid (7.8 mL). The mixture was stirred at rt for 2 h and concentrated to dryness. The crude title compound was used in step C without further purification.

Workup

  1. concentrationconcentrated to dryness
  2. customThe crude title compound was used in step C without further purification

Sources & evidence

ORD record
ord-2a2acb966db8480ca59165f0f8448887
Source dataset
uspto-grants-2012_08
Patent number
US08247401B2

Reaction notes

Loading…