Piperazine → Trifluoroacetylpiperazine

HRID 8932

Reaktionsgleichung

Reaktionsgleichung von HRID 8932
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C([O:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])C>CO>[F:12][C:11]([F:14])([F:13])[C:10]([N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)=[O:9]

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 9794Ethyl trifluoroacetate

Produkt 1

HCID 7172020TrifluoroacetylpiperazineAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of piperazine (1.444 g, 16.8 mmol) in MeOH (10 mL) was added trifluroacetic acid ethyl ester (2.0 mL, 16.8 mmol) and the mixture stirred at room temperature overnight. The reaction was concentrated and purified by column chromatography on silica gel (CH2Cl2/MeOH, 9:1) to afford the desired mono-protected piperazine adduct (1.77 g, 58%) as a pale yellow oil. 1H NMR (CDCl3) δ 1.70 (br s, 1H), 2.90–2.94 (m, 4H), 3.56–3.59 (m, 2H), 3.64–3.67 (m, 2H).

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. custompurified by column chromatography on silica gel (CH2Cl2/MeOH, 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-214ef05a35294d9a86a8c36032007d91
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091217B2

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