Nitromethane → HCID 57550257, Verbindung

HRID 548629Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 548629
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10](=[CH:13][C:14]([O:16][CH3:17])=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N12CCCN=C1CCCCC2.[N+:29]([CH3:32])([O-:31])=[O:30]>>[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH2:13][C:14]([O:16][CH3:17])=[O:15])([CH2:32][N+:29]([O-:31])=[O:30])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 3

HCID 6375NitromethaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 76563139HCID 76563139, Verbindung

Produkt 1

HCID 57550257HCID 57550257, VerbindungAusbeute 100 %

Versuchsvorschrift

A solution of methyl (1-benzylpyrrolidin-3-ylidene)acetate a45 (3 g, 1.2 mmol, 1 eq), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 0.7 g, 4.6 mmol, 3.8 eq) in nitromethane (30 ml) is refluxed for 30 h. The solution is concentrated in vacuum and the resulting oil is purified by chromatography over silicagel (ethyl acetate/hexane 30/70) to afford 3.7 g of methyl [1-benzyl-3-(nitromethyl)pyrrolidin-3-yl]acetate a46 as a black oil.

Aufarbeitung

  1. concentrationThe solution is concentrated in vacuum
  2. customthe resulting oil is purified by chromatography over silicagel (ethyl acetate/hexane 30/70)

Quellen und Nachweise

ORD-Eintrag
ord-c9ea4f54a17d4b8ab5620e740ec6bea8
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943605B2

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