4-Methoxy-1-(phenylmethoxy)-2-(trifluoromethyl)benzene → 4-Methoxy-2-(trifluoromethyl)phenol
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]=1Participants
5
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
- filtrationfiltered through Celite
- customthe filtrate was evaporated down
- 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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