(6-Amino-3-bromo-2-fluorophenyl)methanol → 6-Amino-3-bromo-2-fluorobenzaldehyde
Reaction equation
[NH2:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([F:10])[C:5]([Br:11])=[CH:4][CH:3]=1>ClCCl.[O-2].[Mn+4].[O-2]>[NH2:1][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([F:10])[C:5]([Br:11])=[CH:4][CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A suspension mixture of (6-amino-3-bromo-2-fluorophenyl)methanol (8.3 g, 37.72 mmol) and manganese(IV) oxide (19.68 g, 226.32 mmol) in dichloromethane (400 mL) was stirred at room temperature overnight. The solid was filtered off, and the filtrate was concentrated to give the title product as a light yellow solid (6.0 g, 73%), which was directly used in the next step without further purification. MS (ES+) C7H5BrFNO requires: 217, found: 218, 220 [M+H]+.
Workup
- filtrationThe solid was filtered off
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-155644f5eff84fe2bb149bba65187648
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434700B2
Reaction notes
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