4-Benzyloxy-4'-(trifluoromethoxy)biphenyl → 4-(4-Trifluoromethoxyphenyl)phenol

HRID 2217112Notes

Reaction equation

HRID 2217112 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>[OH-].[Pd+2].[OH-].C(OCC)(=O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]([F:23])([F:24])[F:25])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 693130294-Benzyloxy-4'-(trifluoromethoxy)biphenylHCID 178418361HCID 178418361, compound

Product 1

HCID 120087344-(4-Trifluoromethoxyphenyl)phenolYield 67.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A reaction mixture comprising 3.0 g of 4-benzyloxy-4′-(trifluoromethoxy)biphenyl, 0.1 g of palladium hydroxide and 30 ml of ethyl acetate was filled with hydrogen gas, and stirred at room temperature for 8 hours. The reaction mixture was filtered, and the solvent of the filtrate was evaporated away. The resulting residue was recrystallized from heptane, and 1.5 g of 4-hydroxy-4′-(trifluoromethoxy)biphenyl was obtained. m.p.: 140-140.5° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent of the filtrate was evaporated away
  3. customThe resulting residue was recrystallized from heptane

Sources & evidence

ORD record
ord-fcd533f7df884392a9bebecb41999e5d
Source dataset
uspto-grants-2008_08
Patent number
US07407691B2

Reaction notes

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