2-Chloro-5-methylphenol → HCID 86598729, compound

HRID 243615Notes

Reaction equation

HRID 243615 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[OH:14]>ClCCl>[Cl:6][C:7]1[C:8]([OH:14])=[CH:9][C:10]([CH3:13])=[C:11]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:12]=1

Participants

4

Reactant 2

HCID 120082-Chloro-5-methylphenolHCID 24638Chlorosulfonic acid

Product 1

HCID 86598729HCID 86598729, compoundYield 7.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of chlorosulfonic acid (1.22 g, 10.5 mmol) dissolved in 10 mL of dichloromethane was added 2-chloro-5-methylphenol (1.0 g, 7.0 mmol) dropwise. After 10 minutes, the reaction was quenched by pouring it into ice water. The reaction was extracted with dichloromethane, washed with brine, dried over MgSO4, filtered, and concentrated to give 120 mg (7.1%) of the title compound.

Workup

  1. customthe reaction was quenched
  2. additionby pouring it into ice water
  3. extractionThe reaction was extracted with dichloromethane
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-94a153c7b0f141909c92a11631b1e652
Source dataset
uspto-grants-2014_02
Patent number
US08653141B2

Reaction notes

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