(3-Butoxy-4-iodophenyl)methanol → 3-Butoxy-4-iodobenzaldehyde

HRID 250919Notes

Reaction equation

HRID 250919 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH2:13][OH:14])[CH:9]=[CH:10][C:11]=1[I:12])[CH2:2][CH2:3][CH3:4]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][C:11]=1[I:12])[CH:13]=[O:14])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 59574926(3-Butoxy-4-iodophenyl)methanol

Product 1

HCID 595749303-Butoxy-4-iodobenzaldehydeYield 78%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

89.5 g (0.875 mol, 7 eq) of manganese dioxide are added to a solution of 38.30 g (0.125 mol, 1 eq) of (3-butoxy-4-iodophenyl)methanol in 250 mL of dichloromethane. The reaction medium is stirred at room temperature for 18 hours and then filtered through silica gel. The solvent is evaporated off and 29.61 g of 3-butoxy-4-iodobenzaldehyde are obtained in the form of an orange oil. Yield=78%

Workup

  1. filtrationfiltered through silica gel
  2. customThe solvent is evaporated off

Sources & evidence

ORD record
ord-7c8b4440bd184441a116d60274d0f225
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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