Water → 1-(Cyclopentylsulfonyl)-4-nitrobenzene

HRID 230832Notes

Reaction equation

HRID 230832 reaction equation
[CH:1]1([S:6][C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:16]OS([O-])=O.[K+].[OH2:22]>CO>[CH:1]1([S:6]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)(=[O:16])=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 129583181-(Cyclopentylsulfanyl)-4-nitrobenzeneHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 129583201-(Cyclopentylsulfonyl)-4-nitrobenzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Intermediate 1 (0.7 g) was dissolved in methanol (20 ml) and the solution cooled to 0° C. A solution of oxone (1.93 g) in water (20 ml) was added and the mixture was stirred under nitrogen for 2 h at room temperature. The mixture was extracted with dichloromethane, the layers were separated (hydrophobic frit), and the organic layer evaporated to give the title compound as a yellow oil which crystallised on standing (0.79 g).

Workup

  1. extractionThe mixture was extracted with dichloromethane
  2. customthe layers were separated (hydrophobic frit)
  3. customthe organic layer evaporated

Sources & evidence

ORD record
ord-c48dba2fac10409c82f90744120ec702
Source dataset
uspto-grants-2009_07
Patent number
US07566786B2

Reaction notes

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