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

HRID 2404060Notes

Reaction equation

HRID 2404060 reaction equation
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[CH2:10][OH:11]>ClCCl.[O-2].[Mn+2]>[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 54312525(2-Amino-5-bromo-3-fluorophenyl)methanol

Product 1

HCID 542514502-Amino-5-bromo-3-fluorobenzaldehydeYield 85%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2-amino-5-bromo-3-fluorophenyl)methanol (13 g, 59.4 mmol) and manganese oxide (31 g, 356.4 mmol) in dichloromethane (400 mL) was stirred at RT overnight. TLC showed the starting material consumed completely. The solid was filtered off, and the filtrate was concentrated to give the title compound (11 g, 85%) as a light yellow solid, which was directly used in the next step without further purification.

Workup

  1. customconsumed completely
  2. filtrationThe solid was filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-781e6a7a40cd4416a1261ea0a0593a72
Source dataset
uspto-grants-2014_08
Patent number
US08802697B2

Reaction notes

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