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

HRID 56470

Reaction equation

HRID 56470 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 room temperature overnight. 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. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-004fce44929f4e97a083ea9f5adc78fc
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Linked notes

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