Bromine → 1-Bromo-3-chloro-4-ethoxy-2-fluorobenzene
Reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH2:10][CH3:11].[Br:12]Br>>[Br:12][C:6]1[CH:5]=[CH:4][C:3]([O:9][CH2:10][CH3:11])=[C:2]([Cl:1])[C:7]=1[F:8]Participants
3
Procedure
606 g of the compound (b43) was added to a reactor in a nitrogen atmosphere, to which 570 g of bromine was added dropwise over 1 hour in a temperature range of 20 to 40° C., followed by stirring for 30 minutes. The resulting reaction mixture was washed with a saturated sodium thiosulfate aqueous solution, a 10% sodium hydroxide aqueous solution, and water. The resulting reaction mixture having been washed was subjected to fractional distillation under reduced pressure to obtain 760 g of 1-bromo-3-chloro-4-ethoxy-2-fluorobenzene (C2). The resulting compound (C2) was white solid and had a melting point of 65.4 to 66.1° C. and a boiling point of 125 to 127° C./8 mmHg.
Workup
- additionwas added dropwise over 1 hour in a temperature range of 20 to 40° C.
- customThe resulting reaction mixture
- washwas washed with a saturated sodium thiosulfate aqueous solution
- customThe resulting reaction mixture
- washhaving been washed
- distillationwas subjected to fractional distillation under reduced pressure
Sources & evidence
- ORD record
- ord-ad61beb158bb4b2e95dae3a756733df4
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07569258B2
Reaction notes
Loading…