Bromotrimethylsilane → 3-Aminooctane-1,1-bisphosphonic acid, triammonium salt

HRID 1977

Reaktionsgleichung

Reaktionsgleichung von HRID 1977
[NH2:1][CH:2]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][CH:4]([P:13]([O:18]CC)(=[O:17])[O:14]CC)[P:5]([O:10]CC)(=[O:9])[O:6]CC.Br[Si](C)(C)C>ClCCl>[NH4+:1].[NH4+:1].[NH4+:1].[NH2:1][CH:2]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][CH:4]([P:5]([O-:10])(=[O:6])[OH:9])[P:13]([O-:18])(=[O:14])[O-:17]

Komponenten

4

Edukt 2

HCID 76113BromotrimethylsilaneHCID 19689051Tetraethyl 3-aminooctane-1,1-bisphosphonate

Produkt 1

HCID 1317205653-Aminooctane-1,1-bisphosphonic acid, triammonium saltAusbeute 419,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tetraethyl 3-aminooctane-1,1-bisphosphonate (0.45 g, 1.12 mmol) in dry dichloromethane (1.1 mL) was added bromotrimethylsilane (1.05 mL, 7.85 mmol) via syringe. After 18 hours, the mixture was concentrated under vacuum. To the residue was added 3N NH4OH (8 mL) which was stirred for 30 minutes at room temperature. The solvent was removed in vacuo and the residue concentrated from methanol (2 mL) to give 0.40 g of 3-aminooctane-1,1-bisphosphonic acid, triammonium salt as a white powder.

Aufarbeitung

  1. concentrationthe mixture was concentrated under vacuum
  2. additionTo the residue was added 3N NH4OH (8 mL) which
  3. customThe solvent was removed in vacuo
  4. concentrationthe residue concentrated from methanol (2 mL)

Quellen und Nachweise

ORD-Eintrag
ord-66715e3038e443c89124069570855fa8
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728650

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