(4-Bromo-3-fluorophenyl)methanol → 4-Bromo-3-fluorobenzaldehyde

HRID 1011656Notes

Reaction equation

HRID 1011656 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[F:10]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][C:3]=1[F:10]

Participants

4

Reactant 1

HCID 20682297(4-Bromo-3-fluorophenyl)methanol

Product 1

HCID 27834114-Bromo-3-fluorobenzaldehydeYield 55%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of (4-bromo-3-fluoro-phenyl)-methanol (4.3 g, 21 mmol) in CHCl3 (50 mL) was added manganese dioxide (18.7 g, 210 mmol), and the resulting mixture was stirred overnight at room temperature until the starting material had been consumed. After filtration, the filtrate was concentrated in vacuo to give product (2.3 g, 55%).

Workup

  1. customhad been consumed
  2. filtrationAfter filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-76505d636f0c43e69ebf98ed7551d779
Source dataset
uspto-grants-2011_07
Patent number
US07977372B2

Reaction notes

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