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

HRID 216304Notes

Reaction equation

HRID 216304 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-831aca6e46cb4277902c42f9f50ceebe
Source dataset
uspto-grants-2012_06
Patent number
US08193227B2

Reaction notes

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