Trifluoroacetic acid → 2,6-Diethoxy-4'-(methoxycarbonyl)biphenyl-4-carboxylic acid

HRID 38483Notes

Reaction equation

HRID 38483 reaction equation
C(O)(C(F)(F)F)=O.[CH2:8]([O:10][C:11]1[CH:16]=[C:15]([C:17]([O:19]C(C)(C)C)=[O:18])[CH:14]=[C:13]([O:24][CH2:25][CH3:26])[C:12]=1[C:27]1[CH:32]=[CH:31][C:30]([C:33]([O:35][CH3:36])=[O:34])=[CH:29][CH:28]=1)[CH3:9]>C(Cl)(Cl)Cl>[CH2:25]([O:24][C:13]1[CH:14]=[C:15]([C:17]([OH:19])=[O:18])[CH:16]=[C:11]([O:10][CH2:8][CH3:9])[C:12]=1[C:27]1[CH:28]=[CH:29][C:30]([C:33]([O:35][CH3:36])=[O:34])=[CH:31][CH:32]=1)[CH3:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 670555564-tert-Butyl 4'-methyl 2,6-diethoxybiphenyl-4,4'-dicarboxylate

Product 1

HCID 670555482,6-Diethoxy-4'-(methoxycarbonyl)biphenyl-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

TFA (4 ml) was added to a stirred solution of 4-tert-butyl 4′-methyl 2,6-diethoxybiphenyl-4,4′-dicarboxylate (850 mg, 2.12 mmol) in CHCl3 (2 ml) and the reaction mixture was stirred at room temperature overnight. After the solvents were removed under reduced pressure, CHCl3 and MeOH were added to the residue. The solvents were removed under reduced pressure again, and the residue was dried in vacuo to give the crude intended compound as a colorless solid. Thus obtained crude product was used in the next step without further purification.

Workup

  1. customAfter the solvents were removed under reduced pressure, CHCl3 and MeOH
  2. additionwere added to the residue
  3. customThe solvents were removed under reduced pressure again
  4. customthe residue was dried in vacuo
  5. customto give the crude
  6. customThus obtained crude product
  7. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-9a75025d13f545a9afdab4eee5c8436d
Source dataset
uspto-grants-2013_09
Patent number
US08524730B2

Reaction notes

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