Trifluoroacetic anhydride → HCID 178525661, compound

Participants

Reaction Steps

To a stirred solution of 1,3-dithiane (6.1 g, 50 mmol) in methanol (280 mL) at 0° C. was added dropwise a solution of sodium periodate (10.8 g, 50 mmol) in water (85 mL). After stirring overnight the precipitated solids were removed by filtration and the filtrate was evaporated. The residue was dissolved in dichloromethane, dried over MgSO4 and the solvent was evaporated to dryness. The resultant oil was column purified over silica gel eluting with 5% MeOH/DCM to provide 1,3-dithiane-1-oxide (6.5 g) in 94% yield. A THF (10 mL) solution of 1,3-dithiane-1-oxide (1 g, 7.3 mmol) was treated with trifluoroacetic anhydride (1 mL, 7.3 mmol) providing a solution of 1,3-dithian-2-ylium trifluoroacetate (AIa) (7.3 mmol).

Provenance & Evidence