Carbon Tetrachloride → 1-[(2-chloro-1H-pyrrol-1-yl)methyl]-4-propylpyrrolidin-2-one

HRID 1896476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896476
[CH2:1]([CH:4]1[CH2:8][N:7]([CH2:9][N:10]2[CH:14]=[CH:13][CH:12]=[CH:11]2)[C:6](=[O:15])[CH2:5]1)[CH2:2][CH3:3].[Cl:16]N1C(=O)CCC1=O.C(Cl)(Cl)(Cl)Cl>C1COCC1>[Cl:16][C:14]1[N:10]([CH2:9][N:7]2[CH2:8][CH:4]([CH2:1][CH2:2][CH3:3])[CH2:5][C:6]2=[O:15])[CH:11]=[CH:12][CH:13]=1

Komponenten

5

Edukt 3

HCID 5943Carbon TetrachlorideHCID 31398ChlorosuccinimideHCID 577431024-propyl-1-(1H-pyrrol-1-ylmethyl)pyrrolidin-2-one

Produkt 1

HCID 577430721-[(2-chloro-1H-pyrrol-1-yl)methyl]-4-propylpyrrolidin-2-oneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

4-propyl-1-(1H-pyrrol-1-ylmethyl)pyrrolidin-2-one x264 (0.182 g, 0.88 mmol) is dissolved in absolute THF (3 ml). A solution of N-chlorosuccinimide (0.118 g, 1 eq) in absolute THF (1 ml) is added dropwise in a flow of argon at 0° C. The obtained solution is allowed to heat up slowly to room temperature in the cooling bath under stirring for 16 h. CCl4 (30 ml) is then added to the obtained solution. A small amount of a precipitate is filtered off, and the filtrate is evaporated. 1-[(2-chloro-1H-pyrrol-1-yl)methyl]-4-propylpyrrolidin-2-one 299 is isolated from the residue by reverse-phase HPLC (eluent: acetonitrile/water).

Aufarbeitung

  1. filtrationA small amount of a precipitate is filtered off
  2. customthe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-85b2e192751f4d31b8e17b6f8a8846d6
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518943B2

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