(2-Amino-3-bromo-5-fluorophenyl)methanol → 2-Amino-3-bromo-5-fluorobenzaldehyde

HRID 2079634Notes

Reaction equation

HRID 2079634 reaction equation
[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH2:10][OH:11]>ClCCl.[O-2].[Mn+4].[O-2]>[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 53871442(2-Amino-3-bromo-5-fluorophenyl)methanol

Product 1

HCID 593254872-Amino-3-bromo-5-fluorobenzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese (IV) oxide (5 eq) was added to a 0.2M solution of (2-amino-3-bromo-5-fluorophenyl)methanol in dichloromethane. The suspension was stirred at ambient temperature under Argon for 12 h. The reaction mixture was filtered through celite and filter cake was washed with dichloromethane. The combined filtrate was concentrated to give brown color solid. ES/MS m/z 218/220 (MH+).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. filtrationfilter cake
  3. washwas washed with dichloromethane
  4. concentrationThe combined filtrate was concentrated
  5. customto give brown color solid

Sources & evidence

ORD record
ord-19cd4c8288114f409ab813dbb539bfaf
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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