Ethyl Acetate → HCID 22101898, Verbindung

HRID 1458301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1458301
[CH2:1]([N:3]1[CH2:7][CH:6]([NH:8][C:9](=O)[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17]/[CH:18]=[C:19](/[CH2:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])\[CH3:20])=[CH:12][CH:11]=2)[CH2:5][N:4]1[CH2:28][CH3:29])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH2:1]([N:3]1[CH2:7][CH:6]([NH:8][C:9](=[S:39])[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17]/[CH:18]=[C:19](/[CH2:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])\[CH3:20])=[CH:12][CH:11]=2)[CH2:5][N:4]1[CH2:28][CH3:29])[CH3:2]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 87949Lawesson's reagentHCID 9908920HCID 9908920, Verbindung

Produkt 1

HCID 22101898HCID 22101898, VerbindungAusbeute 139,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of N-(1,2-diethyl-4-pyrazolidinyl)-4-geranyloxybenzamide (1.50 g) in toluene (50 ml) was added Lawesson's reagent (0.76 g). After the reaction solution was refluxed with heating for 30 minutes, ethyl acetate was added thereto. Then, the reaction solution was washed with aqueous sodium bicarbonate solution and then with brine. Its organic layer was concentrated under a vacuum and thus obtained residue was pulled by silica gel column chromatography (chloroform:methanol=30:1), thereby yielding 1.09 g (70%) of the aimed compound.

Aufarbeitung

  1. temperatureAfter the reaction solution was refluxed
  2. temperaturewith heating for 30 minutes
  3. washThen, the reaction solution was washed with aqueous sodium bicarbonate solution
  4. concentrationIts organic layer was concentrated under a vacuum and thus obtained residue

Quellen und Nachweise

ORD-Eintrag
ord-6cc1e6f157c44da3a5f6ba11aa749b8c
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05849930

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