N-{4-[4-(2-Hydroxyethyloxy)phenyl]butyl}phthalimide → HCID 11537093, Verbindung

HRID 25141Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 25141
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]2C(=O)C3=CC=CC=C3C2=O)=[CH:7][CH:6]=1>CN.CO>[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])=[CH:7][CH:6]=1

Komponenten

4

Edukt 1

HCID 22566183N-{4-[4-(2-Hydroxyethyloxy)phenyl]butyl}phthalimide

Produkt 1

HCID 11537093HCID 11537093, VerbindungAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6329MethylamineLösungsmittel

Versuchsvorschrift

The crude protected amine 114 (1.2 g, 35 mmol) was dissolved in 40 mL of a 2 N solution of methyl amine in dry methanol and the reaction mixture was stirred overnight at room temperature. After this time the solvent was removed under reduced pressure and the residue was purified by flash chromatography (silica gel, 5:1:0.1 chloroform/methanol/concentrated ammonium hydroxide) to give free amine 115 (0.25 g, 35%) as a clear oil. 1H NMR (300 MHz, DMSO-d6) δ 1.58 (m, 4H), 2.55 (m, 2H), 2.73 (m, 2H), 3.83 (m, 2H), 3.97 (m, 2H), 6.83 (d, 2H), 7.07 (d, 2H), 7.82 (s, 1H).

Aufarbeitung

  1. customAfter this time the solvent was removed under reduced pressure
  2. customthe residue was purified by flash chromatography (silica gel, 5:1:0.1 chloroform/methanol/concentrated ammonium hydroxide)

Quellen und Nachweise

ORD-Eintrag
ord-dc100c1b63e545c4b2253466d8d7ef06
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858615B2

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