Sulfuric Acid → HCID 67099551, compound

HRID 2078187Notes

Reaction equation

HRID 2078187 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.OS(O)(=O)=O.[F:20][C:21]1[CH:22]=[C:23]([C:28]([CH3:43])([CH3:42])[C:29]([CH:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:32]([O:34]CC)=O)=[O:30])[CH:24]=[CH:25][C:26]=1[F:27]>CCOC(C)=O>[CH2:40]([O:39][C:37]([C:31]1[C:29](=[O:30])[C:28]([CH3:43])([CH3:42])[C:23]2[C:24]([C:32]=1[OH:34])=[CH:25][C:26]([F:27])=[C:21]([F:20])[CH:22]=2)=[O:38])[CH3:41]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14812Phosphorus oxide (P4O10)HCID 67099361HCID 67099361, compound

Product 1

HCID 67099551HCID 67099551, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

P2O5 (26.9 g, 189 mmol) was added to concentrated H2SO4 (50.5 mL) at 0° C. Diethyl 2-(2-(3,4-difluorophenyl)-2-methylpropanoyl)malonate (32.42 g, 94.7 mmol) was added at 0° C., and the reaction mixture was allowed to warm to ambient temperature and stirred for 16 hours. The resulting reaction mixture was then poured into ice, diluted with 400 mL of EtOAc, added to a separatory funnel, partitioned with water, washed 3 times with 75 mL of water, separated, dried over Na2SO4, and concentrated in vacuo to give the title compound as a beige yellow amorphous solid which was used without further purification. MS (m/z)=297 (M+H)+.

Workup

  1. customThe resulting reaction mixture
  2. additionwas then poured into ice
  3. additionadded to a separatory funnel
  4. custompartitioned with water
  5. washwashed 3 times with 75 mL of water
  6. customseparated
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e42ae5b84d3941258abf55c78bd5e2b1
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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