Water → HCID 14075268, compound

HRID 986600Notes

Reaction equation

HRID 986600 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])=[CH:4][CH:3]=1.[OH2:16]>O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.CS(O)(=O)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[O:7][C:6]([C:5]3[CH:14]=[CH:15][C:2]([F:1])=[CH:3][CH:4]=3)=[CH:8][C:9](=[O:16])[C:8]=2[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 962WaterHCID 2758844Ethyl 3-(4-Fluorophenyl)-3-Oxopropanoate

Product 1

HCID 14075268HCID 14075268, compound

Reagents, catalysts & solvents 1

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidSolvent

Procedure

25 gms of ethyl 4-fluorobenzoylacetate was dissolved in 250 gms of 1:10 P2O5 /methanesulfonic acid and heated at 45° for 4 days. The mixture was cooled, poured into 1200 mls of water and extracted with (3×100 mls) methylene chloride. Evaporation of the solvent and chromatography of the resulting oil (silica gel/ether) provided 12.9 gms of crystalline 2,6-di(4'-fluorophenyl)-3-ethoxycarbonyl-pyr-4-one. mp=113-4.

Workup

  1. temperatureheated at 45° for 4 days
  2. temperatureThe mixture was cooled
  3. extractionextracted with (3×100 mls) methylene chloride
  4. customEvaporation of the solvent and chromatography of the resulting oil (silica gel/ether)

Sources & evidence

ORD record
ord-dcf1ddfd1ea44c4395d4c2c42d977604
Source dataset
uspto-grants-1987_12
Patent number
US04714492

Reaction notes

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