Water → 2-(Chloromethyl)-3,4-difluoro-1-methoxybenzene
Reaction equation
[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([O:11][CH3:12])[C:3]=1[CH2:4]O.S(Cl)([Cl:15])=O.O>C1(C)C=CC=CC=1>[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([O:11][CH3:12])[C:3]=1[CH2:4][Cl:15]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2,3-difluoro-6-methoxybenzyl alcohol (6.97 g) in toluene (100 mL) was added thionyl chloride (4.4 mL) in a dropwise manner at room temperature, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into water, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine twice, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the title compound (7.65 g).
Workup
- extractionthe resulting mixture was extracted with ethyl acetate
- washThe extract was washed with water and brine twice
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-c7ea50b9d7aa45b38bc8f6f1ea5d9a4e
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08217069B2
Reaction notes
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