Hydrochloric Acid → (4-Phenylbutyl)phosphonic acid

HRID 1262515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1262515
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][P:11](=[O:18])([O:15]CC)[O:12]CC)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][P:11](=[O:12])([OH:18])[OH:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 13102400Diethyl 4-phenylbutylphosphonate

Produkt 1

HCID 13687984(4-Phenylbutyl)phosphonic acidAusbeute 61,1 %

Versuchsvorschrift

A mixture of diethyl (4-phenylbutyl)phosphonate (3.5 g, 13.0 mmole) and 6 N HCl (45 ml) was refluxed under argon for 16 hours. The cooled reaction mixture was extracted with EtOAc. The organic phase was washed with saturated NaCl, dried (MgSO4), and evaporated. The crude product (2.3 g) was recrystallized from diisopropyl ether to give pure (4-phenylbutyl)phosphonic acid (1.7 g, 61%) as white needles, m.p. 92°-93° C.

Aufarbeitung

  1. temperaturewas refluxed under argon for 16 hours
  2. customThe cooled reaction mixture
  3. extractionwas extracted with EtOAc
  4. washThe organic phase was washed with saturated NaCl
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe crude product (2.3 g) was recrystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2c1ebfc013534c5ba606d161fd151a02
Quelldatensatz
uspto-grants-1984_06
Patentnummer
US04452790

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