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

HRID 1894829Notes

Reaction equation

HRID 1894829 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 to give 29.61 g of 3-butoxy-4-iodobenzaldehyde in the form of an orange-colored oil. Yield=78%.

Workup

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

Sources & evidence

ORD record
ord-0cba9b9f5f944a879878ad7c75964b1c
Source dataset
uspto-grants-2013_08
Patent number
US08513297B2

Reaction notes

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