Methyl trifluoromethyl ketone → HCID 86697007, compound

Participants

Reaction Steps

To a solution of alkene (104b) (147 mg, 0.49 mmol) in acetonitrile (3.6 mL) and aqueous Na2.EDTA (0.04 mmol solution, 3.6 mL) at 0° C. was added 1,1,1-trifluoroacetone (0.53 mL, 5.9 mmol). To this solution was added in portions a mixture of sodium carbonate (0.352 g, 4.2 mmol) and OXONE® (0.942 g, 1.53 mmol) over a period of 1 hour. The mixture was stirred for 25 minutes then diluted with water (25 mL) and the product extracted into dichloromethane (3×25 mL). The combined organic layers were washed consecutively with water (150 mL), aqueous sodium hydrogen sulphite solution (5%, 25 mL) and brine (25 mL), then dried (Na2SO4), filtered and reduced in vacuo to leave a colourless oil (0.19 g), used without further purification. HPLC-MS 314.1 [M+H]+, 336.1 [M+Na]+.

Provenance & Evidence