Dibutyl squarate → 1-Benzyloxycarbonyl-4-(4-butoxy-1,2-dioxo-3-cyclobuten-3-yl)-piperazine

HRID 22948

Reaktionsgleichung

Reaktionsgleichung von HRID 22948
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17]([O:21][C:22]1[C:23](=O)[C:24](=[O:31])[C:25]=1[O:26]CCCC)[CH2:18][CH2:19][CH3:20]>C(O)C>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:23]2[C:24](=[O:31])[C:25](=[O:26])[C:22]=2[O:21][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 65108Dibutyl squarateHCID 643495Benzyl piperazine-1-carboxylate

Produkt 1

HCID 225913751-Benzyloxycarbonyl-4-(4-butoxy-1,2-dioxo-3-cyclobuten-3-yl)-piperazineAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture comprising 1101 mg of N-benzyloxycarbonylpiperazine, 1131 mg of 3,4-dibutoxy-3-cyclobutene-1,2-dione and 5 ml of ethanol was stirred at room temperature for 25 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (solvent: chloroform-ethyl acetate (19:1)) to obtain 1570 mg of 1-benzyloxycarbonyl-4-(4-butoxy-1,2-dioxo-3-cyclobuten-3-yl)-piperazine.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe resulting residue was purified by silica gel column chromatography (solvent: chloroform-ethyl acetate (19:1))

Quellen und Nachweise

ORD-Eintrag
ord-5d8f2845c5944acb8f74eeb878fb6fd8
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849622B2

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