Nitric Acid → 3-Methylsulfonyl-4-trifluoromethoxynitrobenzene

HRID 412449Notes

Reaction equation

HRID 412449 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

Conditions

Temperature
40 °C

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° C. Nitric acid (100%, 27 mL) was added dropwise over 45 min. 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 (magnesium sulphate), affording 17.5 g of 3-methylsulfonyl-4-trifluoromethoxynitrobenzene.

Workup

  1. temperaturecooled
  2. additionpoured
  3. customThe precipitated product was isolated by filtration
  4. washwashed with water (10×50 mL)
  5. dry with materialdried (magnesium sulphate)

Sources & evidence

ORD record
ord-0608e592b4de4a4899f7e89c9171246d
Source dataset
uspto-grants-2003_05
Patent number
US06562807B2

Reaction notes

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