Sodium Hydroxide → 2-Pyrrolidinone, 1-(8-quinolinyl)-

HRID 1902824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1902824
Cl[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[CH:15][CH:14]=[CH:13]2)=[O:6].[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(Cl)Cl>[N:16]1[C:17]2[C:12](=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]2[CH2:2][CH2:3][CH2:4][C:5]2=[O:6])[CH:13]=[CH:14][CH:15]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 128985464-chloro-N-(8-quinolyl)butyramide

Produkt 1

HCID 30614652-Pyrrolidinone, 1-(8-quinolinyl)-Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 66133Benzyl triethylammonium chlorideKatalysatorHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 4-chloro-N-(8-quinolyl)butyramide (2.5 g, 0.01 mole) and benzyltriethyl ammonium chloride (0.115 g, 5 mole%) in methylene chloride (30 ml) was stirred at room temperature. A solution of 30% aqueous sodium hydroxide (10 ml) was added and the mixture was stirred for 16 hours. The reaction mixture was then diluted with methylene chloride, the organic layer was drawn off and washed with a saturated salt solution, dried over sodium sulphate and evaporated to a solid residue. The residue was recrystallized from methylene chloride/petroleum ether to afford 1-(8-quinolyl)-2-pyrrolidinone which was identical by tlc and NMR in comparison with the product of Example 1, yield 90%.

Aufarbeitung

  1. washwashed with a saturated salt solution
  2. dry with materialdried over sodium sulphate
  3. customevaporated to a solid residue
  4. customThe residue was recrystallized from methylene chloride/petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-5e46261967d34ef6bd36697eb14215cf
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04366158

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