Dibutyl 4-benzyloxybenzylphosphonate → Dibutyl 4-hydroxybenzylphosphonate

HRID 1488342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1488342
C([O:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][P:14](=[O:25])([O:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][P:14](=[O:25])([O:15][CH2:16][CH2:17][CH2:18][CH3:19])[O:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:26][CH:27]=1

Komponenten

5

Edukt 2

HCID 22904634Dibutyl 4-benzyloxybenzylphosphonateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22904633Dibutyl 4-hydroxybenzylphosphonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of dibutyl 4-benzyloxybenzylphosphonate (4.07 g) in ethyl acetate (60 ml) is added 10% palladium on carbon (0.41 g) and the mixture shaken under 25 psi of hydrogen for about 20 hours. The mixture is filtered, concentrated in vacuo, and the residue purified by HPLC, eluting with a gradient of 50-65% ethyl acetate in hexane, to give dibutyl 4-hydroxybenzylphosphonate.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by HPLC
  4. washeluting with a gradient of 50-65% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-c05ff1b3ffd0424c800bd42612b21eba
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05674482

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