5-Chloro-2-(hydroxymethyl)phenol → 4-Chloro-2-hydroxybenzaldehyde

HRID 910856Notes

Reaction equation

HRID 910856 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:9][OH:10])=[C:6]([OH:8])[CH:7]=1>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:9]=[O:10])=[C:6]([OH:8])[CH:7]=1

Participants

4

Reactant 1

HCID 3271485-Chloro-2-(hydroxymethyl)phenol

Product 1

HCID 5201014-Chloro-2-hydroxybenzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

The subtitle compound was prepared by using 5-chloro-2-hydroxymethylphenol (prepared from the method of Vargha. et. al Acta. Chim. Acad. Hung., 4, 1954, 345-360) (5 g) which was dissolved in DCM (200 ml) and manganese (iv) oxide (10 g) added. The mixture was stirred at room temperature for 16 hours. The mixture was filtered through celite and the filtrate concentrated under reduced pressure to give a brown solid. Yield 3.48 g.

Workup

  1. customprepared from the method of Vargha
  2. filtrationThe mixture was filtered through celite
  3. concentrationthe filtrate concentrated under reduced pressure
  4. customto give a brown solid

Sources & evidence

ORD record
ord-6e28f40c87ab4ca1a2cd7e507d0fb6a0
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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