(2-Amino-3-bromo-5-fluorophenyl)methanol → 2-Amino-3-bromo-5-fluorobenzaldehyde
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
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe reaction mixture was filtered through celite
- filtrationfilter cake
- washwas washed with dichloromethane
- concentrationThe combined filtrate was concentrated
- 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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