(4-Bromo-3-methylphenyl)methanol → 4-Bromo-3-methylbenzaldehyde

HRID 532136Notes

Reaction equation

HRID 532136 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[CH3:10]>C(Cl)Cl.O=[Mn]=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][C:3]=1[CH3:10]

Participants

4

Reactant 1

HCID 10987288(4-Bromo-3-methylphenyl)methanol

Product 1

HCID 109215214-Bromo-3-methylbenzaldehydeYield 89.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-bromo-3-methylphenyl)methanol (420 mg, 2.09 mmol) in DCM (6 mL) at rt was added MnO2 (1.82 g, 20.9 mmol). The reaction mixture was stirred for 12 h, filtered and concentrated under reduced pressure to give 4-bromo-3-methyl-benzaldehyde (372 mg; yield 89%) as an oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5ba3fd3e45074ef5a6c2f11c600759b0
Source dataset
uspto-grants-2014_10
Patent number
US08853186B2

Reaction notes

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