(2-(Difluoromethyl)phenyl)methanol → 2-(Difluoromethyl)benzaldehyde

HRID 1170905Notes

Reaction equation

HRID 1170905 reaction equation
[F:1][CH:2]([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][OH:10]>ClCCl.[O-2].[Mn+2]>[F:1][CH:2]([F:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[O:10]

Participants

4

Reactant 1

HCID 59553902(2-(Difluoromethyl)phenyl)methanol

Product 1

HCID 547723942-(Difluoromethyl)benzaldehydeYield 100.3%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2-(difluoromethyl)phenyl)methanol (100 mg, 0.632 mmol) and manganese oxide (275 mg, 3.16 mmol) in dichloromethane was stirred at room temperature for twelve hours and then at 45° C. for 1 h. The reaction was filtered through celite and concentrated, to give 2-(difluoromethyl)benzaldehyde as an oil (99 mg). 1H NMR (400 MHz, CDCl3) δ 10.2 (s, 1H), 7.94 (d, 1H), 7.81 (d, 1H), 7.70 (m, 2H), 6.93 (t, 1H).

Workup

  1. filtrationThe reaction was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-fce0ad1426b842269a2e17b0999e7062
Source dataset
uspto-grants-2010_11
Patent number
US07829572B2

Reaction notes

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