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

HRID 17652

Reaktionsgleichung

Reaktionsgleichung von HRID 17652
[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-da35513542f84da8825139e72ef6d024
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737285B2

Verknüpfte Notizen

Wird geladen…