Butylamine → 2-n-Butylamino-6-(3-diethylaminopropoxy)-4-fluoronitrobenzene

HRID 901643

Reaktionsgleichung

Reaktionsgleichung von HRID 901643
[CH2:1]([N:3]([CH2:19][CH3:20])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[C:12](F)[CH:11]=[C:10]([F:18])[CH:9]=1)[CH3:2].C(N(CC)CC)C.[CH2:28]([NH2:32])[CH2:29][CH2:30][CH3:31]>CN(C=O)C>[CH2:28]([NH:32][C:12]1[CH:11]=[C:10]([F:18])[CH:9]=[C:8]([O:7][CH2:6][CH2:5][CH2:4][N:3]([CH2:19][CH3:20])[CH2:1][CH3:2])[C:13]=1[N+:14]([O-:16])=[O:15])[CH2:29][CH2:30][CH3:31]

Komponenten

5

Edukt 3

HCID 8007ButylamineHCID 8471TriethylamineHCID 669775546-(3-Diethylaminopropoxy)-2,4-difluoronitrobenzene

Produkt 1

HCID 669774812-n-Butylamino-6-(3-diethylaminopropoxy)-4-fluoronitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 6-(3-diethylaminopropoxy)-2,4-difluoronitrobenzene (11 mmol) and triethylamine (22 mmol) in DMF (20 mL), a solution of n-butylamine (11 mmol) in DMF (8 mL) was added dropwise at rt, and the mixture was stirred at rt for 10 h. The reaction was quenched by cold H2O (50 mL), and the resulting mixture was extracted with EtOAc (3×100 mL). The combined EtOAc extracts were washed with brine (3×50 mL) and dried (anhydrous Na2SO4). The solvent was removed in vacuo to afford the desired 2-n-butylamino-6-(3-diethylaminopropoxy)-4-fluoronitrobenzene which was used for further transformation.

Aufarbeitung

  1. customThe reaction was quenched by cold H2O (50 mL)
  2. extractionthe resulting mixture was extracted with EtOAc (3×100 mL)
  3. washThe combined EtOAc extracts were washed with brine (3×50 mL)
  4. dry with materialdried (anhydrous Na2SO4)
  5. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7588175865fb4e82aef0a7b6f349f9e4
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07361678B2

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