p-Toluenesulfonic acid → Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

HRID 637288

Reaktionsgleichung

Reaktionsgleichung von HRID 637288
C1(C)C=CC(S(O)(=O)=O)=CC=1.[F:12][C:13]1[C:31]([F:32])=[C:30]([F:33])[C:29]([F:34])=[CH:28][C:14]=1[C:15]([CH:17](C(OCC)=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:16]>O>[F:12][C:13]1[C:31]([F:32])=[C:30]([F:33])[C:29]([F:34])=[CH:28][C:14]=1[C:15]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:16]

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 135649731,3-Diethyl 2-(2,3,4,5-tetrafluorobenzoyl)propanedioate

Produkt 1

HCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoateAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

0.3 g of p-toluenesulphonic acid is added to an emulsion of 284.8 g of crude diethyl 2,3,4,5-tetrafluorobenzoyl-malonate (3) in 300 ml of water. The mixture is heated to the boil for 5 hours, while stirring thoroughly, the cold emulsion is extracted several times with methylene chloride, the combined CH2CL2 solutions are washed once with saturated NaCl solution and dried with Na2SO4, and the solvent is distilled off in vacuo. Fractionation of the residue in a fine vacuum gives 160.2 g of ethyl 2,3,4,5-tetrafluorobenzoyl-acetate (4) of boiling point 100°-110° C./0.09-0.1 mbar. Melting point 47°-49° C.

Aufarbeitung

  1. temperatureThe mixture is heated to the boil for 5 hours
  2. extractionthe cold emulsion is extracted several times with methylene chloride
  3. washthe combined CH2CL2 solutions are washed once with saturated NaCl solution
  4. dry with materialdried with Na2SO4
  5. distillationthe solvent is distilled off in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fefb66db3584483abd71faf62b2df084
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04556658

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