Diethyl 4-(trifluoromethyl)benzylphosphonate → {[4-(Trifluoromethyl)phenyl]methyl}phosphonic acid

HRID 1733817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1733817
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:17]=[CH:16][C:6]([CH2:7][P:8](=[O:15])([O:12]CC)[O:9]CC)=[CH:5][CH:4]=1>Cl.CCO>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:17]=[CH:16][C:6]([CH2:7][P:8](=[O:9])([OH:12])[OH:15])=[CH:5][CH:4]=1

Komponenten

4

Edukt 1

HCID 15819199Diethyl 4-(trifluoromethyl)benzylphosphonate

Produkt 1

HCID 15818094{[4-(Trifluoromethyl)phenyl]methyl}phosphonic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

The diethyl 4-trifluoromethylbenzylphosphonate (3.0 g, 10 mmol) was dissolved in a mixture of 50 mL of conc hydrochloric acid and 5 mL of EtOH and heated at reflux for 17 hours. After cooling the mixture in an ice bath, white crystalline material was collected. Recrystallization of the solid from H2O gave 1.80 g, 75% of the analytically pure product: mp=163°-164° C.; D.C.I.M.S. [MH+, 241].

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 17 hours
  3. temperatureAfter cooling the mixture in an ice bath
  4. customwhite crystalline material was collected
  5. customRecrystallization of the solid from H2O
  6. customgave 1.80 g, 75% of the analytically pure product

Quellen und Nachweise

ORD-Eintrag
ord-8bf5f816e2e44ab3a1e55542532e3647
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05532226

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