Chlorine → 1-Chloro-4,5-difluoro-2-methylbenzene
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH3:9])[CH:5]=[CH:6][C:7]=1[F:8].[Cl:10]Cl>>[Cl:10][C:5]1[CH:6]=[C:7]([F:8])[C:2]([F:1])=[CH:3][C:4]=1[CH3:9]Participants
3
Conditions
- Temperature
- 15 °C
Procedure
To 925 g of 3,4-difluorotoluene prepared in Example 15 were added 17 g of shaving steel and 2.5 g of ferric chloride, and then chlorine gas was injected at the rate of 10.0 l/hr for 19 hours, maintaining the temperature between 15° C. The reaction mixture was washed with 10%/ aqueous sodium sulfite and water. After drying with 32 g of calcium chloride, the resultant was purified by fractional distillation to give 980 g of the desired product as a colorless liquid, collecting at temperature of 156° C.
Workup
- washThe reaction mixture was washed with 10%/ aqueous sodium sulfite and water
- dry with materialAfter drying with 32 g of calcium chloride
- distillationthe resultant was purified by fractional distillation
Sources & evidence
- ORD record
- ord-cb6ea09f18b04a7d961dcae9fc175201
- Source dataset
- uspto-grants-1999_12
- Patent number
- US06008407
Reaction notes
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