(3-Bromo-4-chlorophenyl)methanol → 3-Bromo-4-chlorobenzaldehyde

HRID 460126Notes

Reaction equation

HRID 460126 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][OH:6]>CC(C)=O.O=[Mn]=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH:5]=[O:6]

Participants

4

Reactant 1

HCID 50998689(3-Bromo-4-chlorophenyl)methanol

Product 1

HCID 140498093-Bromo-4-chlorobenzaldehydeYield 62.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent

Procedure

A solution of 3-bromo-4-chlorobenzyl alcohol (3.24 g, 14.6 mmol) in acetone (100 mL) was treated with MnO2 (16.2 g, 73 mmol) and the mixture stirred for 3 days then filtered over diatomaceous earth. The filtrate was concentrated under reduced pressure to afford 2.0 g of title compound.

Workup

  1. filtrationthen filtered over diatomaceous earth
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-294ab56614fc44a6a54189571da03d8a
Source dataset
uspto-grants-2007_03
Patent number
US07196102B2

Reaction notes

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