Chlorodifluoromethane → HCID 21852637, compound

HRID 1586351Notes

Reaction equation

HRID 1586351 reaction equation
[OH-].[Na+].[C:3]([C:6]1[CH:11]=[C:10]([CH3:12])[CH:9]=[C:8]([CH3:13])[C:7]=1[OH:14])(=[O:5])[CH3:4].Cl[CH:16]([F:18])[F:17]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[F:17][CH:16]([F:18])[O:14][C:7]1[C:8]([CH3:13])=[CH:9][C:10]([CH3:12])=[CH:11][C:6]=1[C:3](=[O:5])[CH3:4]

Participants

6

Reactant 3

HCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 27585613',5'-Dimethyl-2'-hydroxyacetophenone

Product 1

HCID 21852637HCID 21852637, compoundYield 21%

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 6344DichloromethaneSolvent

Procedure

10 ml of a 30% aqueous sodium hydroxide solution and 8.5 g (0.025 mol) of tetrabutylammonium hydrogensulphate are added to a solution of 8.2 g (0.05 mol) of 2-acetyl-4,6-dimethylphenol, obtained above in Example XXX, in dichloromethane. A stream of chlorodifluoromethane is then passed into the reaction mixture for 30 minutes and the latter is then stirred at room temperature for 4 hours. The reaction mixture is then extracted with dichloromethane and the extract is washed with water. After drying the organic phase over MgSO4 and evaporation, the residue obtained is purified by passing through a silica column (dichloromethane) to lead to the production of a liquid: (2-difluoromethoxy-3,5-dimethylphenyl)ethanone: yield 21%.

Workup

  1. extractionThe reaction mixture is then extracted with dichloromethane
  2. washthe extract is washed with water
  3. customAfter drying the organic phase
  4. customover MgSO4 and evaporation
  5. customthe residue obtained
  6. customis purified

Sources & evidence

ORD record
ord-5ef060c277de4a7f95f86c5103556261
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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