Bromine → 1-Bromo-3-chloro-4-ethoxy-2-fluorobenzene

HRID 2098996Notes

Reaction equation

HRID 2098996 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

  1. additionwas added dropwise over 1 hour in a temperature range of 20 to 40° C.
  2. customThe resulting reaction mixture
  3. washwas washed with a saturated sodium thiosulfate aqueous solution
  4. customThe resulting reaction mixture
  5. washhaving been washed
  6. 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

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