Acetic Anhydride → HCID 15007064, compound

HRID 1612655Notes

Reaction equation

HRID 1612655 reaction equation
[CH3:1][C:2]1[CH:11]([CH3:12])[C:10](=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([O:13][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([CH3:1])[C:11]=1[CH3:12])(=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 67692496HCID 67692496, compound

Product 1

HCID 15007064HCID 15007064, compound

Procedure

A solution of 1.73 g of 2,3-dimethyl-4-quinolone in 25 ml of acetic anhydride was stirred at 130° C. for 8 hours. The solution was evaporated to remove the solvent under reduced pressure, and 30 ml of chloroform was added to the solution. The mixture was washed with an aqueous saturated sodium hydrogen carbonate solution and water and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the crude product thus obtained was purified by silica gel column chromatography (Wako Gel C-200) to give 1.87 g of 4-acetoxy-2,3-dimethylquinoline.

Workup

  1. customThe solution was evaporated
  2. customto remove the solvent under reduced pressure, and 30 ml of chloroform
  3. additionwas added to the solution
  4. washThe mixture was washed with an aqueous saturated sodium hydrogen carbonate solution and water
  5. dry with materialdried over sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe crude product thus obtained
  8. customwas purified by silica gel column chromatography (Wako Gel C-200)

Sources & evidence

ORD record
ord-51f6a0981d584821b05ed2840834126c
Source dataset
uspto-grants-1993_03
Patent number
US05190952

Reaction notes

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