Water → HCID 19878430, compound

HRID 1885896Notes

Reaction equation

HRID 1885896 reaction equation
Br[C:2]([CH3:16])([CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4].[Na].[CH3:18][SH:19].O>CO>[CH3:18][S:19][C:2]([CH3:16])([CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 18363292HCID 18363292, compoundHCID 45051789Methylmercaptan sodium

Product 1

HCID 19878430HCID 19878430, compoundYield 68.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1 g of 2-bromo-4'-(trifluoromethyl)isobutyrophenone dissolved in methanol was added under ice-cooling 1.74 g of 15% solution of methyl mercaptan sodium salt, and the mixture was stirred for 30 minutes. The reaction mixture was poured into ice-cooled water and extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography using n-hexane/dichloromethane to obtain 0.61 g of an oily product of 2-methylthio-4'-(trifluoromethyl)isobutyrophenone (yield: 68.7%).

Workup

  1. additionwas added under ice-
  2. additionThe reaction mixture was poured into ice-
  3. extractionextracted with dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated
  7. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-c6c3108669b9466291fee1e7198c82ce
Source dataset
uspto-grants-1992_09
Patent number
US05147886

Reaction notes

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