Dimethylformamide dimethyl acetal → Hexahydro-2a1H-2a,4a,6a-triazacyclopenta[cd]pentalene

HRID 66215

Reaktionsgleichung

Reaktionsgleichung von HRID 66215
[NH:1]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:10]OC(OC)N(C)C>C1C=CC=CC=1>[N:1]12[CH:10]3[N:4]([CH2:5][CH2:6][N:7]3[CH2:8][CH2:9]1)[CH2:3][CH2:2]2

Komponenten

4

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 1883181,4,7-Triazacyclononane

Produkt 1

HCID 10986308Hexahydro-2a1H-2a,4a,6a-triazacyclopenta[cd]pentalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A reaction mixture of 4.00 g (31 mmol) of 1,4,7-triazacyclononane (perhydro-1,4,7-triazonine), 3.70 g (31 mmol) of dimethylformamide dimethyl acetal and 50 ml of dry benzene was distilled through a spinning band column until the by-products and solvent were removed (dimethylamine, benzene-methanol azeotrope, bp 58°, and benzene, bp 80°). The residue was then distilled through a shortpath apparatus giving 3.68 g (86%) of clear, colorless liquid, bp 80°-82° (2.5 mm), nD24 = 1.5175. Redistillation of a small sample in a molecular still at 80° (0.4 mm) gave an analytical sample of 1,4,7-triazatricyclo[5.2.1.04,10 ]decane.

Aufarbeitung

  1. distillationwas distilled through a spinning band column until the by-products and solvent
  2. customwere removed (dimethylamine, benzene-methanol azeotrope, bp 58°, and benzene, bp 80°)
  3. distillationThe residue was then distilled through a shortpath apparatus
  4. customgiving 3.68 g (86%) of clear, colorless liquid, bp 80°-82° (2.5 mm)
  5. distillationRedistillation of a small sample in a molecular still at 80° (0.4 mm)

Quellen und Nachweise

ORD-Eintrag
ord-ad4fe173cd004b69a12bd7a5e116bfe7
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04130715

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