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Sodium Hydroxide → HCID 21105647, Verbindung

HRID 1354767
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1354767
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][CH:12]([NH:15][C:16](=[O:22])OC(C)(C)C)[CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+].Cl[CH2:32][CH2:33][CH2:34]C(Cl)=O.[OH-].[Na+]>C(#N)C.O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]3[CH2:34][CH2:33][CH2:32][C:16]3=[O:22])[CH2:11]2)=[CH:8][CH:9]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 14798Sodium Hydroxide2×HCID 24243Trisodium PhosphateHCID 783704-Chlorobutyryl chlorideHCID 21918751HCID 21918751, Verbindung

Produkt 1

HCID 21105647HCID 21105647, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

tert-Butyl [1-(4-Nitrophenyl)pyrrolidin-3-yl]carbamate was treated by method G. The crude product (1.4 g) was dissolved in acetonitrile (20 ml) and mixed with trisodium phosphate (0.67 g) and 4-chlorobutyryl chloride (1.1 g). After 2 hours, sodium hydroxide (0.6 g) in water (10 ml) was added and the mixture was vigorously stirred. After 12 hours, the same amount of sodium hydroxide solution was again added, and the mixture was stirred for a further 24 hours. The concentrated reaction solution was partitioned between water and-ethyl acetate, and the organic phase was dried and concentrated. The residue was hydrogenated by method B. This resulted in the product with the molecular weight of 245.33 (C14H19N3O); MS (ESI): 246 (M+H+).

Aufarbeitung

  1. waitAfter 12 hours
  2. stirringthe mixture was stirred for a further 24 hours
  3. customThe concentrated reaction solution
  4. customwas partitioned between water
  5. dry with material-ethyl acetate, and the organic phase was dried
  6. concentrationconcentrated
  7. customThis resulted in the product with the molecular weight of 245.33 (C14H19N3O)

Quellen und Nachweise

ORD-Eintrag
ord-9cb6c42eb71b4ad795feefb6e77075f8
Quelldatensatz
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07223788B2

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