Propylamine → 2-(Propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene

HRID 8055

Reaktionsgleichung

Reaktionsgleichung von HRID 8055
F[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:5]=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18].[CH2:20]([NH2:23])[CH2:21][CH3:22]>C1COCC1>[CH2:20]([NH:23][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:5]=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18])[CH2:21][CH3:22]

Komponenten

4

Edukt 2

HCID 7852PropylamineHCID 220147332-Fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene

Produkt 1

HCID 220147142-(Propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzeneAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene (2 mmol; preparation described in Example 5) in THF (5 mL) is treated with propylamine (3 mmol) at rt. After completion of the reaction, the reaction mixture is concentrated in vacuo. The residue is redissolved in EtOAc (10 mL), washed with saturated sodium bicarbonate solution, water, and brine. The organic phase is then dried over sodium sulfate and the solvent is removed in vacuo to afford the product, 2-(propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene (540 mg) which was used for further transformation without further purification.

Aufarbeitung

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture is concentrated in vacuo
  3. dissolutionThe residue is redissolved in EtOAc (10 mL)
  4. washwashed with saturated sodium bicarbonate solution, water, and brine
  5. dry with materialThe organic phase is then dried over sodium sulfate
  6. customthe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d05a77cbb12a408ea3040c2e02249524
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087632B2

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