2-Methylresorcinol → 4-chloro-2-methyl-benzene-1,3-diol

HRID 1296949Notes

Reaction equation

HRID 1296949 reaction equation
[CH3:1][C:2]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4].[Cl:10]N1C(=O)CCC1=O>CC#N>[Cl:10][C:7]1[CH:6]=[CH:5][C:3]([OH:4])=[C:2]([CH3:1])[C:8]=1[OH:9]

Participants

4

Reactant 2

HCID 118432-MethylresorcinolHCID 31398Chlorosuccinimide

Product 1

HCID 112059244-chloro-2-methyl-benzene-1,3-diol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-methyl resorcinol (1 eq) in MeCN (5 ml) was added N-chlorosuccinimide (1 eq) and refluxed under nitrogen overnight. The yellow solution was concentrated in vacuo and purified by flash chromatography to give 4-chloro-2-methyl-benzene-1,3-diol as a solid.

Workup

  1. temperaturerefluxed under nitrogen overnight
  2. concentrationThe yellow solution was concentrated in vacuo
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-f3c5f8a7f317437cbd1645ce25c08484
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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