1-(2-Hydroxyethyl)piperazine → 4-(2-Hydroxyethyl)piperazine-1-carboxamide

HRID 2100425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2100425
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.C[Si]([N:14]=[C:15]=[O:16])(C)C>C(O)(C)C>[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:15]([NH2:14])=[O:16])[CH2:6][CH2:5]1

Komponenten

4

Edukt 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 70696Trimethylsilyl isocyanate

Produkt 1

HCID 47425144-(2-Hydroxyethyl)piperazine-1-carboxamideAusbeute 88,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(2-hydroxy-ethyl)-piperazine (1.95 g, 15 mmol) in isopropanol (30 mL) at rt was added trimethylsilylisocyanate (2.8 mL, 21 mmol) and the resulting solution stirred overnight before the volatiles were removed in vacuo. The residue was partitioned between CH2Cl2 and water. The aqueous phase was concentrated in vacuo to give 4-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid amide (2.3 g, 88%); 1H-NMR (300 MHz, d6-DMSO) 5.92 (2H, s), 4.40 (1H, t), 3.46-3.52 (2H, m), 3.22-3.34 (4H, m), 2.30-2.39 (6H, m); m/z (ES+) 173 [M+H]+.

Aufarbeitung

  1. customwere removed in vacuo
  2. customThe residue was partitioned between CH2Cl2 and water
  3. concentrationThe aqueous phase was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b5821917fd8e45ed9f93ad4cebeb7dd4
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572794B2

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