Sodium methanesulfinate → 1-Methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzene

HRID 1957956Notes

Reaction equation

HRID 1957956 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:5]([N+:13]([O-:15])=[O:14])[CH:4]=1.[Na+].[CH3:17][S:18]([O-:20])=[O:19]>CO>[CH3:17][S:18]([CH2:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:5]([N+:13]([O-:15])=[O:14])[CH:4]=1)(=[O:20])=[O:19]

Participants

4

Reactant 2

HCID 2733271Sodium methanesulfinateHCID 684250951-(Chloromethyl)-3-nitro-5-(trifluoromethyl)benzene

Product 1

HCID 684233041-Methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzeneYield 92.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-chloromethyl-3-nitro-5-trifluoromethyl-benzene (520 mg; 2.170 mmol) and methanesulfinic acid sodium salt (664 mg; 6.511 mmol) in Methanol (10 ml) of was refluxed overnight. The reaction was then cooled to room temperature and the product precipitated was filtered and diluted with dichloromethane. The solid was removed and the organic phase was concentrated in vacuo 520 mg (2 mmol; 85% yield) of 1-methylsulfonylmethyl-3-nitro-5-trifluoromethyl-benzene were obtained.

Workup

  1. customthe product precipitated
  2. filtrationwas filtered
  3. additiondiluted with dichloromethane
  4. customThe solid was removed

Sources & evidence

ORD record
ord-c521c703272c4832b7d389f592e4fd42
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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