Oxygen → ADONA

Participants

Reaction Conditions

Reaction Steps

150 mL of acetic acid, 0.91 g sodium nitrite, TEMPO (0.68 g), CH3CO2Na (3.78 g) and 20 g of 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxy-propoxy)-propan-1-ol were placed in a 500 mL glass flask equipped with a reflux condenser, a stirrer and a balloon filled with oxygen which was released into the flask by opening a valve such that the reaction was carried out in an oxygen atmosphere. The mixture was stirred 16 hr at 60° C. Then the mixture was acidified and extracted by diethyl ether (three times). The combined organic phases were washed by water and dried over magnesium sulphate. The solvent was removed at a rotary evaporator and the residue was distilled to give 14.15 g of acid (1.6 mmHg, 58° C.). Yield: 68%.

Provenance & Evidence