6-Amino-3-bromo-2-fluorobenzenemethanol → 6-Amino-3-bromo-2-fluorobenzaldehyde

HRID 56476Notes

Reaction equation

HRID 56476 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]=1

Participants

4

Reactant 1

HCID 670807576-Amino-3-bromo-2-fluorobenzenemethanol

Product 1

HCID 593253016-Amino-3-bromo-2-fluorobenzaldehydeYield 73%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

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

  1. filtrationThe solid was filtered off
  2. 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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