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

HRID 250859Notes

Reaction equation

HRID 250859 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[CH3:10]>ClCCl.[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[CH3:10]

Participants

4

Reactant 1

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

Product 1

HCID 109215214-Bromo-3-methylbenzaldehydeYield 105.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

3.7 g (43 mmol, 10 eq) of manganese dioxide are added to a solution of 900 mg (4.3 mmol, 1 eq) of (4-bromo-3-methylphenyl)methanol in 8 mL of dichloromethane. The reaction mixture is stirred for 12 hours at room temperature. The solid is filtered off and the solvent is evaporated off. 900 mg of 4-bromo-3-methylbenzaldehyde are obtained in oil form and used in the following reaction without further purification.

Workup

  1. filtrationThe solid is filtered off
  2. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-e8546c71de014eecac7cc34dc7f089c6
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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