Hydrochloric Acid → 1,5-Diazabicyclo(4.3.0)nonane

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Reaction Steps

In a 500 ml three-necked flask, 41.08 g (0.2 mol) of 3-(3-([1,3]dioxolan-2-yl) propylamino)-1-aminobutane are added to 65 g of 33% strength hydrochloric acid and 100 ml of water and the mixture is stirred vigorously for three hours. It is then neutralized by dropwise addition of 100 ml of 30% strength sodium hydroxide solution, and the neutralized solution is subjected to extraction with CH2Cl2. The organic extracts are dried over sodium carbonate and concentrated. This gives 27.54 g of a reddish liquid. Distillation under a high vacuum (overhead temperature=34° C., p=0.006 mbar) gives 15.87 g of 1,5-diazabicyclo[4.3.0]nonane as a colourless oil.

Provenance & Evidence