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N-(4-Bromophenyl)-2-chloroacetamide → N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide

HRID 1054364
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1054364
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:12])[CH2:10]Cl)=[CH:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:12])[CH2:10][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:4][CH:3]=1
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Komponenten

4

Edukt 2

HCID 17374N-(4-Bromophenyl)-2-chloroacetamideHCID 31268Pyrrolidine

Produkt 1

HCID 1091709N-(4-bromophenyl)-2-(pyrrolidin-1-yl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

N-(4-Bromo-phenyl)-2-chloro-acetamide (0.3 g, 1.21 mmol) was dissolved in anhydrous toluene (10 ml). Pyrrolidine (0.3 ml, 3.63 mmol) was added dropwise to the mixture, which was then heated to reflux and stirred overnight. The toluene was removed under reduced pressure and the residue was dissolved in ethyl acetate. Saturated ammonium chloride was added and the aqueous layer was extracted twice with ethyl acetate. The organics were combined, washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. Yield 0.22 g, 65%. LCMS method: 2, RT: 2.62 min; MI: 283-285 [M+1].

Aufarbeitung

  1. temperaturewas then heated
  2. temperatureto reflux
  3. customThe toluene was removed under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. additionSaturated ammonium chloride was added
  6. extractionthe aqueous layer was extracted twice with ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d7d0aa4d08d54da38e7745113f6d17b2
Quelldatensatz
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09394301B2

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