Water → Ethyl 2-(4-(3-nitrophenyl)-1-piperazinyl)-acetate

HRID 479992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 479992
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[H-].[Na+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].O>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 27602161-(3-Nitrophenyl)piperazine

Produkt 1

HCID 22330178Ethyl 2-(4-(3-nitrophenyl)-1-piperazinyl)-acetateAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-nitrophenyl)piperazine (12.0 g; 58 mmol) in DMF (60 ml) was added sodium hydride (2.55 g; 64 mmol, 60% dispersion in mineral oil) in portions over 30 min. The mixture 20 was kept under nitrogen. Ethyl 2-bromoacetate (7.1 ml; 64 mmol) was added, the mixture was stirred at ambient temperature for one hour and then poured into water (250 ml). The oily precipitate was filtered off, re-dissolved in ethyl acetate and washed with water. The organic phase was dried over magnesium sulphate and evaporated to dryness to leave 6b (11.0 g; 65%).

Aufarbeitung

  1. filtrationThe oily precipitate was filtered off
  2. dissolutionre-dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialThe organic phase was dried over magnesium sulphate
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-4183baaefd6543988413b9243f246e8f
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06649609B2

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