Réaction #94493

Équation de réaction

1,4,7-triazacyclononane

dimethylformamide dimethyl acetal

→

1,4,7-triazatricyclo[5.2.1.04,10 ]decane

Solvants

benzene

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source