Hydrochloric Acid → 2,2,2-Trifluoro-1-(4-nitrophenyl)ethanone

HRID 28627Notes

Reaction equation

HRID 28627 reaction equation
C[Si](C)(C)[O:3][C:4](OC)([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)[C:5]([F:8])([F:7])[F:6].Cl.O.[Cl-].[Na+]>O1CCOCC1>[F:6][C:5]([F:7])([F:8])[C:4]([C:9]1[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=1)=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 5234Sodium ChlorideHCID 68986634HCID 68986634, compound

Product 1

HCID 110639262,2,2-Trifluoro-1-(4-nitrophenyl)ethanoneYield 120.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of trimethyl-[2,2,2-trifluoro-1-methoxy-1-(4-nitro-phenyl)-ethoxy]-silane (5.5 g), a solution of hydrogen chloride in dioxane (4 M, 15 ml), and water (5 ml) was stirred for 4 hours. The mixture was treated with saturated aqueous sodium chloride solution (100 ml) and extracted with ethyl acetate (100 ml). The organic extract was concentrated under reduced pressure to afford 2,2,2-trifluoro-1-(4-nitro-phenyl)-ethanone (4.5 g, 85% yield)

Workup

  1. extractionextracted with ethyl acetate (100 ml)
  2. extractionThe organic extract
  3. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-ebe4c38d87114199bba0d0802fc95dc7
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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