2-Iodobenzylic alcohol → 2-Iodobenzaldehyde

HRID 1506950Notes

Reaction equation

HRID 1506950 reaction equation
[I:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5]>ClCCl.[O-2].[Mn+2]>[I:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 1

HCID 1076292-Iodobenzylic alcohol

Product 1

HCID 6434392-IodobenzaldehydeYield 90.8%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

In a flask, 2-iodobenzyl alcohol (4 g, 17.09 mmol) was dissolved in dichloromethane (MC, 85 ml), and then, manganese oxide (MnO2, 14.86 g, 170.92 mmol) was added thereto. The obtained reaction product was stirred under reflux. When the reaction was completed, the obtained reaction product was cooled to room temperature, and then, filtered and concentrated using celite, to obtain the title compound (3.6 g, yield 75˜90%).

Workup

  1. customThe obtained reaction product
  2. temperatureunder reflux
  3. customthe obtained reaction product
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2dc411c875e744eeab3f24ea64d9c707
Source dataset
uspto-grants-2015_12
Patent number
US09221783B2

Reaction notes

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