Sulfuric Acid → ADONA

Participants

Reaction Steps

The equipment of example 9 was used. 5.5 mL water, 20 ml MeCN, 0.36 g KBr, 0.12 g TEMPO (0.00077 mol) and 10 g 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxy-propoxy)-propan-1-ol were placed in the flask. 15% (wt) aq. NaOCl buffered to pH 8-9 (48 ml) were added via the dropping funnel in 3 portions during 18 hours of stirring at room temperature. Then concentrated sulphuric acid (1-2 ml 95%) were added to make the reaction mixture acidic. After extraction with diethyl ether, the organic phases were collected and dried over magnesium sulphate. The solvent was evaporated to give a colorless liquid (12.24 g), which was distilled using a water pump (15 mmHg, 92° C.) to give 8.54 g of pure acid. Yield: 82%.

Provenance & Evidence