2,5-Dichlorophenol → HCID 12526986, compound

HRID 858145Notes

Reaction equation

HRID 858145 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].[Cl:10][S:11](O)(=[O:13])=[O:12]>C(OCC)(=O)C>[Cl:8][C:5]1[CH:4]=[C:3]([OH:9])[C:2]([Cl:1])=[CH:7][C:6]=1[S:11]([Cl:10])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 662,5-DichlorophenolHCID 24638Chlorosulfonic acid

Product 1

HCID 12526986HCID 12526986, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

2,5-Dichlorophenol (1.00 g, 6.17 mmol) was gradually added to chorosulfonic acid (2 mL, 30.85 mmol) at 0° C. Then it was heated at 80° C. for 1 hour. Then it was cooled at room temperature and poured onto crushed ice. Then ethyl acetate was added. The layers were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phase was dried over MgSO4, filtered and concentrated in vacuo to give 1.30 g (81%) of the title compound as a white solid, which was used in the next reaction without further purification.

Workup

  1. temperatureThen it was cooled at room temperature
  2. additionpoured
  3. customonto crushed ice
  4. customThe layers were separated
  5. extractionthe aqueous phase was extracted with ethyl acetate
  6. dry with materialThe combined organic phase was dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b1ec626c0044ce489363045511e2037
Source dataset
uspto-grants-2006_12
Patent number
US07148236B2

Reaction notes

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