HCID 54145704, Verbindung → 3-{N-[1-(3,4-dichlorophenyl)ethyl]amino}-2(S)-hydroxy-propyl(cyclohexylmethyl)phosphinic acid hydrochloride

HRID 1440680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440680
C([O:3][P:4]([CH2:13][C@@H:14]([OH:27])[CH2:15][NH:16][CH:17]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[CH3:18])([CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:5])C>Cl>[ClH:25].[Cl:26][C:21]1[CH:20]=[C:19]([CH:17]([NH:16][CH2:15][C@H:14]([OH:27])[CH2:13][P:4]([CH2:6][CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)(=[O:3])[OH:5])[CH3:18])[CH:24]=[CH:23][C:22]=1[Cl:25]

Komponenten

3

Edukt 1

HCID 54145704HCID 54145704, Verbindung

Produkt 1

HCID 677418273-{N-[1-(3,4-dichlorophenyl)ethyl]amino}-2(S)-hydroxy-propyl(cyclohexylmethyl)phosphinic acid hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 4.1 g of 3-{N-[1-(3,4-dichlorophenyl)ethyl]amino}-2(S)-hydroxy-propyl(cyclohexylmethyl)phosphinic acid ethyl ester in 30 ml of 5N hydrochloric acid is heated at reflux for 24 hours, during which time two phases are formed. The reaction mixture is cooled to room temperature and the solvent is removed under reduced pressure; the residue is taken up in absolute ethanol and the residual water is distilled off azeotropically. The white solid that remains behind is crystallised from isopropanol, yielding 3-{N-[1-(3,4-dichlorophenyl)ethyl]amino}-2(S)-hydroxy-propyl(cyclohexylmethyl)phosphinic acid hydrochloride having a melting point of 174°-180°.

Aufarbeitung

  1. temperatureat reflux for 24 hours, during which time two phases
  2. customare formed
  3. customthe solvent is removed under reduced pressure
  4. distillationthe residual water is distilled off azeotropically
  5. customThe white solid that remains behind is crystallised from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-bd2c052e52ca44f09fa6283377613c74
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05500418

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