Water → tert-Butyl (2-diethylaminoethyl)-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate

HRID 2426718Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2426718
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][C@@H:12]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].Cl.Cl[CH2:27][CH2:28][N:29]([CH2:32][CH3:33])[CH2:30][CH3:31].O>CN(C)C=O>[CH2:28]([N:29]([CH2:32][CH3:33])[CH2:30][CH2:31][N:15]([C@@H:12]1[CH2:13][CH2:14][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH2:11]1)[C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:21])[CH3:20])[CH3:27]

Komponenten

6

Edukt 4

HCID 962WaterHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 24758Sodium hydrideHCID 86594863tert-butyl [(3R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate

Produkt 1

HCID 86594886tert-Butyl (2-diethylaminoethyl)-[(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

tert-Butyl [(R)-1-(4-nitrophenyl)pyrrolidin-3-yl]carbamate (6.0 g) was dissolved in 50 ml of N,N-dimethylformamide and, after addition of sodium hydride (1.1 g), stirred at room temperature for 30 minutes, and subsequently chlorethyldiethylamine hydrochloride (4.1 g) was added. The mixture was subsequently stirred at room temperature with exclusion of moisture for 4 hours. The reaction was stopped by adding water (50 ml), and this was followed by extraction with ethyl acetate (3×50 ml) and drying of the combined organic phases over magnesium sulfate, and removal of the solvent. This resulted in the product with the molecular weight of 406.53 (C21H34N4O4); MS (ESI): 407 (M+H+).

Aufarbeitung

  1. stirringThe mixture was subsequently stirred at room temperature with exclusion of moisture for 4 hours
  2. extractionthis was followed by extraction with ethyl acetate (3×50 ml)
  3. dry with materialdrying of the combined organic phases over magnesium sulfate, and removal of the solvent
  4. customThis resulted in the product with the molecular weight of 406.53 (C21H34N4O4)

Quellen und Nachweise

ORD-Eintrag
ord-c9932d3b12e2446e86e384443b00dba4
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968550B2

Notizen zur Reaktion

Wird geladen…