2-Fluoro-3-iodobenzyl alcohol → 2-fluoro-3-iodobenzaldehyde

HRID 2096973Notes

Reaction equation

HRID 2096973 reaction equation
[F:1][C:2]1[C:7]([I:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][OH:10]>ClCCl.[O-2].[Mn+4].[O-2]>[F:1][C:2]1[C:7]([I:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]=[O:10]

Participants

4

Reactant 1

HCID 120412982-Fluoro-3-iodobenzyl alcohol

Product 1

HCID 227141892-fluoro-3-iodobenzaldehydeYield 53%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

Manganese (IV) oxide (15.40 g, 177 mmol) was added portionwise to a stirred solution of (2-fluoro-3-iodophenyl)methanol (preparation 22c, 4.03 g, 16 mmol) in dichloromethane (140 mL) and the mixture was stirred at 50° C. After 3 hours, the mixture was filtered through Celite® and the solvent was evaporated to give the title compound (2.10 g, 53%) as a white solid.

Workup

  1. filtrationthe mixture was filtered through Celite®
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-1d74945dfe634e5d9ed8810de5f2c9fc
Source dataset
uspto-grants-2013_05
Patent number
US08450341B2

Reaction notes

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