(2-Amino-5-bromo-4-chlorophenyl)methanol → 2-Amino-5-bromo-4-chlorobenzaldehyde

HRID 56455

Reaction equation

HRID 56455 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Br:9])=[CH:4][C:3]=1[CH2:10][OH:11]>ClCCl.[O-2].[Mn+4].[O-2]>[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Br:9])=[CH:4][C:3]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 67081018(2-Amino-5-bromo-4-chlorophenyl)methanol

Product 1

HCID 894196802-Amino-5-bromo-4-chlorobenzaldehydeYield 83.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2-amino-5-bromo-4-chlorophenyl)methanol (6 g, 25.5 mmol) and manganese(IV) oxide (15.5 g, 0.178 mol) in dichloromethane (100 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 (5 g, 81%). MS (ES+) C7H5BrClNO requires: 233, 235, found: 234, 236 [M+H]+.

Workup

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6c416bf047144bc99092021fcac746e0
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Linked notes

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