Sulfuric Acid → HCID 53792494, compound

Participants

Reaction Steps

10.0 Grams (60 millimoles) of tricyclo [4.3.1.12,5 ] undecane-1-ol (X=OH in formula (II)) are dissolved in 120 ml of acetonitrile. The solution is cooled and kept at 0° C, and then 25 ml of concentrated sulfuric acid are added dropwise under stirring over 45 minutes. The stirring is continued further at room temperature for 5 hours. The reaction mixture is placed onto 200 g of ice and extracted twice, each time with 100 ml of diethyl ether. The combined extracts are washed with saturated aqueous solution hydrogencarbonate solution and then with water and dried with anhydrous sodium sulfate. The solvent is distilled out and the residue is recrystallized from acetone-n-hexane to obtain 12.2 g (yield 98%) of 1-acetylaminotricyclo [4.3.1.12,5 ] undecane (I) as white crystals (m.p. 138°-139° C).

Provenance & Evidence