Water → 2-Chloro-4-chloromethylsulfonylphenol

HRID 597422Notes

Reaction equation

HRID 597422 reaction equation
[Cl:1]Cl.[Cl:3][CH2:4][S:5]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)(=[O:7])=[O:6].O>C(O)(=O)C>[Cl:1][C:12]1[CH:13]=[C:8]([S:5]([CH2:4][Cl:3])(=[O:6])=[O:7])[CH:9]=[CH:10][C:11]=1[OH:14]

Participants

5

Reactant 3

HCID 962WaterHCID 24526ChlorineHCID 127076294-((Chloromethyl)sulfonyl)phenol

Product 1

HCID 203243842-Chloro-4-chloromethylsulfonylphenolYield 93%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

14.2 g (0.2 mole) of chlorine was passed into a solution of 41.5 g (0.2 mole) of 4-chloromethylsulphonylphenol in 200 ml acetic acid at 20° C. The mixture was stirred for a further 10 minutes and the solvent was then stripped off under reduced pressure. 100 ml of water were added to the residue and after crystallization the product was filtered off. 44.8 g (93% of theory) of 2-chloro-4-chloromethylsulfonylphenol were obtained in the form of a beige powder of melting point 108° C.

Workup

  1. customafter crystallization the product
  2. filtrationwas filtered off

Sources & evidence

ORD record
ord-c00dbd7dfe184dca9b8884c1a0216bbd
Source dataset
uspto-grants-1977_03
Patent number
US04013794

Reaction notes

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