Methyl iodide → 2-Chloro-6-fluoroanisole
Reaction equation
CI.[C:3](=[O:6])([O-])[O-].[K+].[K+].[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=1O>O1CCCC1>[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=1[O:6][CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl iodide (850 μl, 13.646 mmol) and potassium carbonate (943 mg, 6.824 mmol) were added to 2-chloro-6-fluorophenol (1.0 g, 6.824 mmol) in tetrahydrofuran (10 ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was partitioned between diethyl ether (50 ml) and water (50 ml). The organic phase was extracted and further washed with water (2×20 ml) then dried over sodium sulphate and concentrated in vacuo to afford the title compound as a colourless liquid in 94% yield, 1.03 g.
Workup
- customThe reaction mixture was partitioned between diethyl ether (50 ml) and water (50 ml)
- extractionThe organic phase was extracted
- washfurther washed with water (2×20 ml)
- dry with materialthen dried over sodium sulphate
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-c5a6a825cd644778bc7a654480f190f0
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07772223B2
Reaction notes
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