(2-Amino-5-bromo-3-chlorophenyl)methanol → 2-Amino-5-bromo-3-chlorobenzaldehyde

HRID 56449

Reaction equation

HRID 56449 reaction equation
[NH2:1][C:2]1[C:7]([Cl: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]([Cl:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 67080684(2-Amino-5-bromo-3-chlorophenyl)methanol

Product 1

HCID 916663072-Amino-5-bromo-3-chlorobenzaldehydeYield 91%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2-amino-5-bromo-3-chlorophenyl)methanol (10.0 g, 42.5 mmol) and manganese oxide (21.9 g, 255 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 as a light yellow solid (9.0 g, 91%), 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-7e7701d9d0d548799f1f2084c43bcec7
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Linked notes

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