Sulfuric Acid → HCID 12941761, compound

Participants

Reaction Steps

218 g (0.935 mol) of 3,3-dimethyl-12-isopropyl-1-aza-1,5,9-cyclododecatriene are added dropwise in the course of 15 minutes to a solution of 150 g (1.53 mols) of sulphuric acid in one liter of water. Aldehyde impurities are removed by a subsequent 20 minute steam distillation. The aqueous sulphuric acid solution is then hydrogenated at normal pressure and 20°-25° C. in the presence of a platinum-on-charcoal catalyst (5% by weight of platinum), with the absorption of 3 mols of hydrogen, to give 2,2-dimethyl-11-isopropyl-11-aminoundecanol. After filtering off the catalyst, the aqueous solution is neutralised with concentrated sodium hydroxide solution and the oily amino-alcohol which separates out is extracted by shaking with toluene and distilled. 196 g (0.763 mol) of 2,2-dimethyl-11-isopropyl-11-aminoundecanol are obtained, corresponding to a yield of 81.5% of theory; boiling point 110° C./0.02 mm Hg; nD20 =1.4684.

Provenance & Evidence