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

HRID 1750757Notes

Reaction equation

HRID 1750757 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-methylbenzaldehyde (372 mg; yield 89%) as an oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c2681a59b825495c8da8a50987b267cf
Source dataset
uspto-grants-2015_10
Patent number
US09156860B2

Reaction notes

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