Water → 1-Bromo-4-fluoro-2-propoxybenzene
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH2:18][CH3:19].O>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[O:9][CH2:17][CH2:18][CH3:19]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A total of 5 g of 2-bromo-5-fluoro-phenol was dissolved in 66 ml of N,N-dimethylformamide. Under ice-cooling, 5.42 g of potassium carbonate and 3.07 ml of iodopropane were added, and the mixture was stirred at room temperature for 10 hours. Water was added to the reaction mixture, followed by extracting with diethyl ether. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated, to give 8.29 g of the title compound as a yellow oil.
Workup
- temperatureUnder ice-cooling
- extractionby extracting with diethyl ether
- washThe resulting organic layer was washed with brine
- dry with materialdried over magnesium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-ce2b7df041714d08a4965f277d6e8077
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07776890B2
Reaction notes
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