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

HRID 1463570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1463570
[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-ea7351dfea5444b891650cde59aff8a0
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05300687

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