Guaiacol → 1-Methoxy-2-(2,2,2-trifluoroethoxy)benzene
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]([F:21])([F:20])[CH2:18]I.O>CN1CCCC1=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH2:18][C:17]([F:21])([F:20])[F:16]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
To a solution of 2-Methoxy phenol (IX) (5 g, 0.04 moles) in N-methylpyrrolidone (50 ml) were added, potassium carbonate (7.8 g, 0.06 mole) and 2,2,2-trifluoroethyl iodide (33.8 g, 0.16 mole) under stirring. The reaction mixture was stirred vigorously at 120° C. for 10 hours. Water (150 ml) was added to the reaction mixture and the mixture was extracted in Toluene (250 ml). Organic layer was washed with 1 N Sodium hydroxide solution (150 ml), followed by brine wash. The extract was dried over sodium sulphate. The solvent was evaporated under reduced pressure to give 7.2 g of (X) as oil. Purity (by GC)=94%
Workup
- extractionthe mixture was extracted in Toluene (250 ml)
- washOrganic layer was washed with 1 N Sodium hydroxide solution (150 ml)
- washwash
- dry with materialThe extract was dried over sodium sulphate
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-c1f7e505c6b14ee9baeef4d028b6e7fa
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08471039B2
Reaction notes
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