2-Methyl-5-Nitroaniline → (2-Methyl-5-nitrophenyl)pyrrolidine

HRID 2070341

Reaktionsgleichung

Reaktionsgleichung von HRID 2070341
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH2:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH:20](Br)[CH2:21][CH3:22]>CN(C)C=O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[N:11]1[CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 74442-Methyl-5-NitroanilineHCID 107921,2-DibromobutaneHCID 11430Potassium Carbonate

Produkt 1

HCID 69558510(2-Methyl-5-nitrophenyl)pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To the mixture containing 2-methyl-5-nitrophenylamine and potassium carbonate (4 eq) in dimethyl formamide was added 1,2 dibromobutane (4 eq) and the resulting mixture was stirred at 70° C. for 16 hours. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was dried with sodium sulfate and concentrated and purified on silica gel to give (2-methyl-5-nitrophenyl)pyrrolidine.

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe organic layer was dried with sodium sulfate
  4. concentrationconcentrated
  5. custompurified on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-94369907dd7b4e7a88b5b3955fb666d3
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299108B2

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