Bromine → HCID 13092337, compound

HRID 354695Notes

Reaction equation

HRID 354695 reaction equation
[Br:1]Br.[O:3]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[F:18])[CH:13]=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(Cl)Cl>[Br:1][C:7]1[CH:6]=[CH:5][C:4]([O:3][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=2[F:18])[CH:13]=[O:14])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 1100684-Fluoro-3-phenoxybenzaldehyde

Product 1

HCID 13092337HCID 13092337, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of bromine (9.60 g, 0.06 mmole) in methylene chloride (10 ml) was added dropwise to a solution of 3-phenoxy-4-fluorobenzaldehyde (10.8 g, 0.05 mmole) in methylene chloride (40 ml) at 20° C. taking a period of 1 hour with stirring. After the addition was finished, the reaction was continued for further 3 hours at the same temperature. The resulting solution was washed with water and then dilute aqueous potassium sulfite solution to remove the remaining bromine in the organic layer. The organic layer obtained was washed with a dilute aqueous sodium carbonate solution and then a dilute aqueous sodium chloride solution, and dried over anhydrous sodium sulfate and concentrated.

Workup

  1. additionAfter the addition
  2. waitthe reaction was continued for further 3 hours at the same temperature
  3. washThe resulting solution was washed with water
  4. customdilute aqueous potassium sulfite solution to remove the remaining bromine in the organic layer
  5. customThe organic layer obtained
  6. washwas washed with a dilute aqueous sodium carbonate solution
  7. dry with materiala dilute aqueous sodium chloride solution, and dried over anhydrous sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-994b08ce22a44a409e8748f66813600d
Source dataset
uspto-grants-1983_03
Patent number
US04376785

Reaction notes

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