Hydrochloric Acid → 1-(2-Bromoethoxy)-2-(2,2,2-trifluoroethoxy)benzene
Reaction equation
[OH-].[Na+].[F:3][C:4]([F:15])([F:14])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13].[Br:16][CH2:17][CH2:18]Br.Cl>>[Br:16][CH2:17][CH2:18][O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([F:14])([F:15])[F:3]Participants
5
Conditions
- Temperature
- 120 °C
Procedure
To an aqueous solution (15 ml) of sodium hydroxide (0.63 g) were added 2-(2,2,2-trifluoroethoxy)phenol (2.85 g) and 1,2-dibromoethane (1.68 ml), and the mixture was reacted with stirring at 120° C. for 8 hours. To the reaction mixture was added concentrated hydrochloric acid (1.3 ml), and the mixture was extracted with diethyl ether. The extract was washed with water, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium pressure liquid column chromatography on silica gel using a mixture of hexane and diethyl ether (5/1) as eluent to give 1.78 g of 1-(2-bromoethoxy)-2-(2,2,2-trifluoroethoxy)benzene as an oil
Workup
- customthe mixture was reacted
- extractionthe mixture was extracted with diethyl ether
- washThe extract was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by medium pressure liquid column chromatography on silica gel using
- additiona mixture of hexane and diethyl ether (5/1) as eluent
Sources & evidence
- ORD record
- ord-8817aab7fb0d4d6991795a0999b606a8
- Source dataset
- uspto-grants-1995_02
- Patent number
- US05387603
Reaction notes
Loading…