Trifluoroacetic anhydride → HCID 58201206, compound

HRID 2093545Notes

Reaction equation

HRID 2093545 reaction equation
[Cl:1][C:2]1[C:3]([CH3:12])=[N+:4]([O-])[CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].FC(F)(F)C(OC(=O)C(F)(F)F)=[O:16]>ClCCl.C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([CH2:12][OH:16])=[N:4][CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9]

Participants

5

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 143691543-Chloro-4-methoxy-2,5-dimethylpyridine 1-oxide

Product 1

HCID 58201206HCID 58201206, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

The above 3-chloro-4-methoxy-2,5-dimethylpyridine 1-oxide (530 mg) was suspended in 15 ml of dichloromethane, and trifluoroacetic anhydride (0.39 ml) was then added to the suspension under cooling on ice. The resulting mixture was stirred at room temperature for 3 hours. The reaction solution was diluted with chloroform, and was then washed with a saturated sodium bicarbonate solution. The water layer was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled away, so as to obtain the title compound (521 mg) as an oily substance.

Workup

  1. temperatureunder cooling on ice
  2. washwas then washed with a saturated sodium bicarbonate solution
  3. extractionThe water layer was extracted with chloroform
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. distillationthe solvent was then distilled away

Sources & evidence

ORD record
ord-5e4f1b5c33b2430d8da686c4be4f6f14
Source dataset
uspto-grants-2013_05
Patent number
US08445504B2

Reaction notes

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