Acetic Acid → HCID 54273886, compound

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.

1. customA 4-neck flask equipped with mechanical stirring, an inlet funnel
2. temperatureThe reaction mixture was cooled to 0° C.
3. custom10 ml of 70% oxygenated water
4. additionwere added
5. customrose to 7° C
6. stirringstirring
7. waitwas continued for 15 min at 0° C
8. filtrationThe formed precipitate was filtered
9. washwashed with water
10. custom62.0 G of wet product were thus obtained which
11. customafter drying

ORD record

ord-b04730f9dcc744c29fe0cc1d43a3a2a7

Source dataset

uspto-grants-1993_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05266559