Benzene → Ethyl 1,4-dibenzylpiperazine-2-carboxylate

HRID 496036Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 496036
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][NH:10][CH2:9][CH2:8][NH:7]1)=[O:5])[CH3:2].[CH2:12](N(CC)CC)C.CO[C:21]1[CH:32]=[CH:31][CH:30]=[CH:29][C:22]=1[C:23](Br)(OC)OC.[CH:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][N:10]([CH2:23][C:22]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:21]=2)[CH2:9][CH2:8][N:7]1[CH2:12][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 4

HCID 241Benzene2×HCID 8471TriethylamineHCID 10633257Ethyl Piperazine-2-carboxylateHCID 22324253Trimethoxy benzylbromide

Produkt 1

HCID 2736402Ethyl 1,4-dibenzylpiperazine-2-carboxylateAusbeute 44 %

Versuchsvorschrift

Piperazine 2-carboxylic acid ethyl ester (2.25 g, 14.25 mmol) was dissolved in dry benzene (30 ml) followed by addition of triehylamine (2.2 ml, 15.67 mmol). Trimethoxybenzyl bromide (3.72 g, 14.25 mmol) in dry benzene (30 ml) was added dropwise. The resulting mixture was stirred under nitrogen at room temperature overnight. The resulting salt was removed through filtration and solvent was evaporated. The crude product was purified by column chromatography using CH2Cl2:MeOH (15:1) to give the desired product in 44% yield.

Aufarbeitung

  1. customThe resulting salt was removed through filtration and solvent
  2. customwas evaporated
  3. customThe crude product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6ea125ead655430eb0acd8e294cd7f58
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06943168B2

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