4-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene → 4-Methoxy-2-(trifluoromethyl)phenol

HRID 1406369Notes

Reaction equation

HRID 1406369 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=1[C:17]([F:20])([F:19])[F:18])C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([C:17]([F:18])([F:19])[F:20])[CH:11]=1

Participants

5

Reactant 2

HCID 118585814-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 667901264-Methoxy-2-(trifluoromethyl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

30 g (106.28 mmol) of 1-benzyloxy-4-methoxy-2-trifluoromethyl-benzene were dissolved in 60 mL ethyl acetate and then combined with 3 g palladium/C 10%. The mixture was shaken at RT and 50 psi hydrogen pressure for 4 h. The reaction mixture was suction filtered through Celite and the filtrate was evaporated down. The residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate).

Workup

  1. filtrationfiltered through Celite
  2. customthe filtrate was evaporated down
  3. customThe residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate)

Sources & evidence

ORD record
ord-506e5cc697404a6f9411d82709d687ae
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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