Nitric Acid → 3-Methylsulfonyl-4-trifluoromethoxynitrobenzene

HRID 1814665Notes

Reaction equation

HRID 1814665 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]([F:15])([F:14])[F:13])(=[O:4])=[O:3].[N+:16]([O-])([OH:18])=[O:17]>S(=O)(=O)(O)O>[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([N+:16]([O-:18])=[O:17])[CH:8]=[CH:7][C:6]=1[O:11][C:12]([F:13])([F:14])[F:15])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 223110911-Methylsulfonyl-2-trifluoromethoxybenzene

Product 1

HCID 223111663-Methylsulfonyl-4-trifluoromethoxynitrobenzene

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

1-Methylsulfonyl-2-trifluoromethoxybenzene (15.7 g, 65 mmol) was dissolved in concentrated sulfuric acid (27 mL) and the solution was heated to 40 OC. Nitric acid (100%, 27 mL) was added dropwise over 45 minutes. The reaction mixture was allowed to stand overnight at 60° C., cooled, and then poured on crushed ice (300 mL). The precipitated product was isolated by filtration, washed with water (10×50 mL) and dried (MgSO4), affording 17.5 g of 3-methylsulfonyl-4-trifluoromethoxynitrobenzene.

Workup

  1. temperaturethe solution was heated to 40 OC
  2. temperaturecooled
  3. additionpoured
  4. customThe precipitated product was isolated by filtration
  5. washwashed with water (10×50 mL)
  6. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-115ef98988ca4cfe879a4ffdcb84a217
Source dataset
uspto-grants-2005_04
Patent number
US06875760B2

Reaction notes

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