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

Participants

Reaction Steps

The starting material is 228 g (4.0 mol) of 1-amino-2-propene. 58.8 g (0.4 mol) of (E)-1-bromo-2,4-pentadiene (title compound of Example A.1.) are added dropwise, with stirring. The internal temperature is kept in the range 20°-30° C. by cooling. The reaction mixture is stirred for 5 h at room temperature and concentrated at 150 mbar. A solution of 20 g (0.5 mol) of sodium hydroxide in 200 ml of water is added, the mixture is extracted with twice 100 ml of methylene chloride, the extracts are dried over sodium sulphate, 0.1 g of 4-hydroxyanisole is added and the mixture is concentrated and distilled at 40 mbar. The distillate is stabilized by the addition of 10-20 ppm of 4-hydroxyanisole.

Provenance & Evidence