1-(Methylsulfonyl)-4-(4-nitrophenoxy)benzene → 284462-84-6

HRID 336440Notes

Reaction equation

HRID 336440 reaction equation
[CH3:1][S:2]([C:5]1[CH:20]=[CH:19][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]>CO.C(OCC)(=O)C.[Pd]>[CH3:1][S:2]([C:5]1[CH:20]=[CH:19][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

5

Reactant 1

HCID 5148741-(Methylsulfonyl)-4-(4-nitrophenoxy)benzene

Product 1

HCID 23023072284462-84-6Yield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-(4-Methanesulfonyl-phenoxy)nitrobenzene (28 g, 95 mmol) prepared in Step B was dissolved in methanol (500 mL) and ethyl acetate (500 mL). 10% Pd/C (1.0 g) was added thereto, and the mixture was stirred under hydrogen gas of atmospheric pressure for 3 h. After completion of the reaction, the reaction mixture was filtered through a cellite, washed with methanol, concentrated under reduced pressure, and dried over anhydrous magnesium sulfate to give the title compound (25 g, Yield 100%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered through a cellite
  3. washwashed with methanol
  4. concentrationconcentrated under reduced pressure
  5. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-09f6b28938b844bfb746f964fb4b7176
Source dataset
uspto-grants-2014_11
Patent number
US08889691B2

Reaction notes

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