Morpholine → 2-Diethylaminomethyl-3-morpholinomethylnaphthalene

HRID 461451Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 461451
[Br-].[CH2:2]([N+:4]1([CH2:17][CH3:18])[CH2:12][C:11]2[CH:10]=[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]3=[CH:7][C:6]=2[CH2:5]1)[CH3:3].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[CH2:2]([N:4]([CH2:5][C:6]1[C:11]([CH2:12][N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:10][C:9]2[C:8](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1)[CH2:17][CH3:18])[CH3:3]

Komponenten

3

Edukt 2

HCID 8083MorpholineHCID 44658157HCID 44658157, Verbindung

Produkt 1

HCID 213937262-Diethylaminomethyl-3-morpholinomethylnaphthalene

Versuchsvorschrift

2,2-Diethylbenz[f]isoindolinium bromide (13 g) was refluxed with morpholine (150 ml) for 30 hr. Morpholine was evaporated and the residue was partitioned between sodium hydroxide solution and ether; the ether layer was evaporated to dryness and the residue purified by chromatography [eluent, diethylamine:cyclohexane = 1:4, silica (250 g)] and distillation to give 2-diethylaminomethyl-3-morpholinomethylnaphthalene, b.p. 160°/0.015 mm.

Aufarbeitung

  1. customMorpholine was evaporated
  2. customthe residue was partitioned between sodium hydroxide solution and ether
  3. customthe ether layer was evaporated to dryness
  4. distillationthe residue purified by chromatography [eluent, diethylamine:cyclohexane = 1:4, silica (250 g)] and distillation

Quellen und Nachweise

ORD-Eintrag
ord-f9b5fa629ce3460b9a2170bba00c5af6
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04062955

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