Trifluoroacetic anhydride → HCID 178525661, compound

HRID 1024414Notes

Reaction equation

HRID 1024414 reaction equation
[S:1]1(=O)[CH2:6][CH2:5][CH2:4][S:3][CH2:2]1.[F:8][C:9]([F:20])([F:19])[C:10]([O:12]C(=O)C(F)(F)F)=[O:11]>C1COCC1>[F:8][C:9]([F:20])([F:19])[C:10]([O-:12])=[O:11].[S:1]1[CH2:6][CH2:5][CH2:4][S:3][CH+:2]1

Participants

4

Procedure

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).

Sources & evidence

ORD record
ord-9191d0ca11db45dc994b4cd2a39d7438
Source dataset
uspto-grants-2014_05
Patent number
US08722900B2

Reaction notes

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