Hydrogen Peroxide → 2'-Trifluoromethyl (1,1'-biphenyl)-4-carboxylic acid

HRID 1867785Notes

Reaction equation

HRID 1867785 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[CH:11][CH:10]=1.[OH:19]O>C(O)=O>[F:1][C:2]([F:17])([F:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([C:15]([OH:19])=[O:16])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 13926532'-TrifluoroMethyl-Biphenyl-4-Carbaldehyde

Product 1

HCID 27827142'-Trifluoromethyl (1,1'-biphenyl)-4-carboxylic acidYield 69%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Procedure C′: 2′-trifluoromethyl-biphenyl-4-carbaldehyde (Array 4PNL-S04-0) (0.63 g, 2.5 mmol) is suspended in formic acid (3.5 mL), and the solution is placed in an ice bath. Hydrogen peroxide is added (0.875 mL, 7.5 mmol), and the reaction vessel is placed in the refrigerator and is allowed to stand for 1-2 days. The yellow solid that precipitates out is filtered, washed with cold water and dried in a vacuum oven to give the title compound (0.45 g, 69%). MS (ES−) 265.1

Workup

  1. customthe solution is placed in an ice bath
  2. customThe yellow solid that precipitates out
  3. filtrationis filtered
  4. washwashed with cold water
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-03e124b4992a49d5b7fb74a2219463e3
Source dataset
uspto-grants-2009_12
Patent number
US07632857B2

Reaction notes

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