Allylamine → 8-Azabicyclo[4.3.0]non-2-ene

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Reaction Steps

Initially introduce 228 g (4.0 mol) of 1-amino-2-propene. Add 58.8 g (0.4 mol) of (E)-1-bromo-2,4-pentadiene (title compound from Example A.1.) dropwise with stirring. Keep the internal temperature in the range from 20°-30° C. by cooling. Stir at room temperature for 5 h. Concentrate the mixture at 150 mbar. Add 20 g (0.5 mol) of sodium hydroxide dissolved in 200 ml of water, extract twice with 100 ml of methylene chloride each time, dry with sodium sulphate, add 0.1 g of 4-hydroxyanisole, concentrate and distil at 40 mbar. For stabilization, 10-20 ppm of 4-hydroxyanisole are added to the distillate.

Provenance & Evidence