Thionyl Chloride → 2-(Chloromethyl)-1-fluoro-4-iodo-3-methylbenzene
Reaction equation
[F:1][C:2]1[C:7]([CH2:8]O)=[C:6]([CH3:10])[C:5]([I:11])=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O>C1C=CC=CC=1>[Cl:14][CH2:8][C:7]1[C:6]([CH3:10])=[C:5]([I:11])[CH:4]=[CH:3][C:2]=1[F:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of the product of Step C (4.01 g, 15.4 mmol) in anhydrous benzene (40 mL) was added dropwise thionyl chloride (3.7 g, 30.8 mmol). The mixture was stirred 80° C. overnight. The mixture was cooled to rt, washed with saturated aqueous sodium bicarbonate solution, water and brine, and dried over magnesium sulfate, and concentrated to dryness to give the title compound as a colorless oil.
Workup
- temperatureThe mixture was cooled to rt
- washwashed with saturated aqueous sodium bicarbonate solution, water and brine
- dry with materialdried over magnesium sulfate
- concentrationconcentrated to dryness
Sources & evidence
- ORD record
- ord-4bf1d041511248fdbbe0683681c020c1
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399507B2
Reaction notes
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