Ethanol → Ethyl (2-aminoethyl)(methyl)phosphinate

HRID 1886999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1886999
[CH2:1]([O:3][P:4]([CH2:7][CH2:8][NH:9]C(OCC1C=CC=CC=1)=O)([CH3:6])=[O:5])[CH3:2].CCO>[Pd].CCOC(C)=O>[CH2:1]([O:3][P:4]([CH2:7][CH2:8][NH2:9])([CH3:6])=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 702EthanolHCID 67033999(2-Benzyloxycarbonylamino-ethyl)-methyl-phosphinic acid ethyl ester

Produkt 1

HCID 85676205Ethyl (2-aminoethyl)(methyl)phosphinateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

(2-Benzyloxycarbonylamino-ethyl)-methyl-phosphinic acid ethyl ester (1.3 g, 4.56 mmol) and 10% Pd/C (485 mg) were combined in a flask and EtOH (46 mL) was added. The reaction flask atmosphere was exchanged for H2 and the reaction was run at room temperature until complete, as determined by TLC (eluent: 100% EtOAc). The reaction was then filtered through Supercell NF and the filtrate was concentrated to yield (2-amino-ethyl)-methyl-phosphinic acid ethyl ester (615 mg, 90%) as a yellow oil in which white crystals began to form under high vacuum.

Aufarbeitung

  1. customwas run at room temperature
  2. filtrationThe reaction was then filtered through Supercell NF
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-c96f73aeb964487aa33ffdb38e1e0127
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501714B2

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