Hydrochloric Acid → HCID 18454616, compound

HRID 1271646Notes

Reaction equation

HRID 1271646 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].C[CH2:13][OH:14].[ClH:15]>O>[Cl:15][C:6]1[CH:7]=[CH:8][C:9]([O:14][CH3:13])=[CH:10][C:5]=1[S:2]([CH3:1])(=[O:4])=[O:3].[Cl:15][C:6]1[C:7]([O:14][CH3:13])=[CH:8][CH:9]=[CH:10][C:5]=1[S:2]([CH3:1])(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 1233504-(Methylsulfonyl)phenol

Product 2

HCID 18454616HCID 18454616, compoundHCID 18454625HCID 18454625, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Methanesulfonylphenol (2.0 g, 11.6 mmol) mixed with 21:14 mL of EtOH:conc HCl was cooled to 0° C., then KClO3 (0.708 g, 5.81 mmol) dissolved in 17 mL of water was added slowly. After reaction overnight, the mixture was extracted with EtOAc and the extracts were concentrated in vacuum. The resulting residue was purified by reverse-phase HPLC to give both 1-chloro-2-methanesulfonyl-4-methoxy-benzene and 2-chloro-1-methanesulfonyl-3-methoxy-benzene. MS (DCI) m/z 224 (M+NH4)+.

Workup

  1. additionwas added slowly
  2. customAfter reaction overnight
  3. extractionthe mixture was extracted with EtOAc
  4. concentrationthe extracts were concentrated in vacuum
  5. customThe resulting residue was purified by reverse-phase HPLC

Sources & evidence

ORD record
ord-c7d02696addd4edfaecce4e94c65ad8a
Source dataset
uspto-grants-2007_04
Patent number
US07205409B2

Reaction notes

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