(3-methoxy-4-methylphenyl)methanol → 3-Methoxy-4-methylbenzaldehyde

HRID 657552Notes

Reaction equation

HRID 657552 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][OH:11])[CH:6]=[CH:7][C:8]=1[CH3:9]>[O-2].[Mn+2].ClCCl>[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[C:5]([CH:4]=1)[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 11744818(3-methoxy-4-methylphenyl)methanol

Product 1

HCID 47150953-Methoxy-4-methylbenzaldehyde

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

At ambient temperature, 36.35 g (238.8 mmol) of (3-methoxy-4-methylphenyl)-methanol and 207.6 g (2.4 moles/10 eq.) of manganese oxide are mixed into 730 mL of dichloromethane. Stirring is carried out at ambient temperature overnight, followed by filtration over Celite and rinsing with dichloromethane. After concentration of the combined filtrates, the desired product is obtained.

Workup

  1. filtrationfollowed by filtration over Celite
  2. washrinsing with dichloromethane

Sources & evidence

ORD record
ord-96a21904e825421cb070c88fd0d19996
Source dataset
uspto-grants-2011_12
Patent number
US08076325B2

Reaction notes

Loading…