3-Methyl-2-nitrobenzenemethanol → 3-Methyl-2-nitrobenzaldehyde

HRID 1435936Notes

Reaction equation

HRID 1435936 reaction equation
[CH3:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6]>C1C=CC=CC=1.[O-2].[Mn+4].[O-2]>[CH3:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]

Participants

4

Reactant 1

HCID 5619893-Methyl-2-nitrobenzenemethanol

Product 1

HCID 135735673-Methyl-2-nitrobenzaldehydeYield 98.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 241BenzeneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3-methyl-2-nitrobenzyl alcohol (16.7 g, 100 mmol) in 300 mL of benzene was added activated manganese (IV) oxide (43.5 g, 500 mmol). The resulting mixture was stirred at 80° C. for 24 h. The reaction mixture was allowed to cool and then was filtered through a pad of Celite and concentrated in vacuo to afford 16.2 g of 3-methyl-2-nitrobenzaldehyde, which was pure enough to be used without purification.

Workup

  1. temperatureto cool
  2. filtrationwas filtered through a pad of Celite
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a5930429695b4f44914f9b6fe2c42ea2
Source dataset
uspto-grants-2009_11
Patent number
US07618980B2

Reaction notes

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