Acetic Acid → HCID 54273886, Verbindung

A 4-neck flask equipped with mechanical stirring, an inlet funnel, a thermometer, a condenser and kept under nitrogen, was charged with 30 g (125 mmol) of 2-(3-hydroxypropyl)-1-cyclododecanone and 137.5 g (2.29 mol) of glacial acetic acid. The mixture was stirred at room temperature until it became homogeneous. A cooled mixture of water (12.5 g) and a 50% aqueous solution of sulphuric acid (12.5 g) was then added. The reaction mixture was cooled to 0° C. and then 10 ml of 70% oxygenated water were added thereto dropwise over 15 min; the temperature rose to 7° C. Once the introduction was completed, stirring was continued for 15 min at 0° C. The formed precipitate was filtered, washed with water and then with diluted aqueous NaHCO3. 62.0 G of wet product were thus obtained which, after drying, provided 25.6 g (yield 80%) of 14a-hydroperoxy-cyclododeca[b]-pyran which was used in the following step. M. p.: 104°-106° C.