Acetone → Phenol, 4-(pentafluoroethyl)-
Reaction equation
C(OC[O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=1)C.CC(C)=O.Cl>O>[F:17][C:12]([F:18])([C:9]1[CH:10]=[CH:11][C:6]([OH:5])=[CH:7][CH:8]=1)[C:13]([F:14])([F:16])[F:15]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of 7.39 g of 1-ethoxymethoxy-4-(pentafluoroethyl)benzene, 30 ml of acetone, and 30 ml of 6 M hydrochloric acid was stirred at 50° C. for 2.5 hours. The reaction mixture was cooled to room temperature and then added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 4-(pentafluoroethyl)phenol.
Workup
- temperatureThe reaction mixture was cooled to room temperature
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with water and saturated brine
- dry with materialdried over magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-7134634f1e3c40e4b004d44975c01f6e
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796306B2
Reaction notes
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