Hydrochloric Acid → 2-(3-Nitro-3-phenyl-propyl)-pyrrolidine

HRID 1097629Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1097629
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH2:13][CH2:14][CH:15]([N+:22]([O-:24])=[O:23])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O)(C)(C)C.Cl>CO.O1CCOCC1>[N+:22]([CH:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:14][CH2:13][CH:9]1[CH2:10][CH2:11][CH2:12][NH:8]1)([O-:24])=[O:23]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 585678972-(3-Nitro-3-phenyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 585679122-(3-Nitro-3-phenyl-propyl)-pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 230 mg (0.688 mmol) 2-(3-nitro-3-phenyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester in 3.5 ml methanol were added 860 ul (0.3.44 mmol) of a 4M HCl solution in dioxane. The mixture was stirred at room temperature for 17 hours. The solvent was removed in vacuo. The residue was dissolved in water. The mixture was basified with a saturated sodium bicarbonate solution and extracted 6 times with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo to provide 96 mg (y: 59.6%) of the title compound as a white solid. MS (m/e): 235.2 (M+H+).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted 6 times with dichloromethane
  4. dry with materialThe combined extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-932e9a666a514f118df9a440e2f77987
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143273B2

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