HCID 18403070, Verbindung → HCID 9903422, Verbindung

HRID 1003169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003169
[CH2:1]([P:5]([CH2:8][CH:9]([C:22]([O:24]CC1C=CC=CC=1)=[O:23])[CH2:10][CH2:11][C:12]([O:14]CC1C=CC=CC=1)=[O:13])(=[O:7])[OH:6])[CH2:2][CH2:3][CH3:4]>O>[CH2:1]([P:5]([CH2:8][CH:9]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:22]([OH:24])=[O:23])([OH:7])=[O:6])[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 1

HCID 18403070HCID 18403070, Verbindung

Produkt 1

HCID 9903422HCID 9903422, VerbindungAusbeute 43,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Butyl[2,4-di(benzyloxycarbonyl)butyl]phosphinic acid (2.9 g, 6.5 mmol) in 30 mL of water containing 0.32 g 10% Pd/C was hydrogenated on a Parr hydrogenator at 40 psi for 4.5 hours. The mixture was filtered through a pad of Celite and evaporated under high vacuum to give 2-[(butylhydroxyphosphinyl)methyl]pentanedioic acid (4, R=n-butyl) (0.75 g, 43%) as a clear and colorless viscous oil. 1H NMR (D2O): 2.4 ppm (m, 1H), 2.1 ppm (t, 2H), 1.9 ppm (m, 1H), 1.6 ppm (m, 3H), 1.4 ppm (m, 2H), 1.1 ppm (m, 4H), 0.6 ppm (t, 3H) Elemental Analysis Calculated C10H19O6P. 0.5 H2O: C 43.64, H 7.32: Found C 43.25, H 7.12

Aufarbeitung

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customevaporated under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-54eb03ef77d8497cb3eb9d78dc3a0dd6
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046180

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