Diethyl Ether → 2-bromo-4,5-difluorophenyl Allyl Ether
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[OH:10].[C:11](=O)([O-])[O-].[K+].[K+].C(O[CH2:20][CH3:21])C>CN(C)C=O.C(Br)C=C>[CH2:11]([O:10][C:3]1[CH:4]=[C:5]([F:9])[C:6]([F:8])=[CH:7][C:2]=1[Br:1])[CH:20]=[CH2:21]Participants
6
Procedure
A mixture of 79.4 gm (0.38 mole) 2-bromo-4,5-difluorophenol and 79 gm (0.57 mole) potassium carbonate in 200 mL dimethylformamide was stirred at room temperature for 30 minutes. At this point 33 mL (0.38 mMol) allyl bromide were added and the resulting mixture was stirred for 18 hours at room temperature. The reaction mixture was then diluted with diethyl ether and washed with water followed by saturated aqueous sodium chloride. The remaining organics were dried over magnesium sulfate and concentrated under reduced pressure to provide 90 gm (96%) of the desired compound.
Workup
- stirringthe resulting mixture was stirred for 18 hours at room temperature
- washwashed with water
- dry with materialThe remaining organics were dried over magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-1fee6f0023314d6e94a882c00ca3dd3b
- Source dataset
- uspto-grants-2006_05
- Patent number
- US07045545B1
Reaction notes
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