Acetic Anhydride → HCID 13031642, compound

HRID 1439381Notes

Reaction equation

HRID 1439381 reaction equation
[CH3:1][CH:2]1[C:7](=[O:8])[CH:6]=[CH:5][CH:4]([OH:9])[O:3]1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>N1C=CC=CC=1>[CH3:1][CH:2]1[C:7](=[O:8])[CH:6]=[CH:5][CH:4]([O:9][C:10](=[O:12])[CH3:11])[O:3]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13011787HCID 13011787, compound

Product 1

HCID 13031642HCID 13031642, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 12.8 g quantity of 2-methyl-6-hydroxy-3-oxo-3,6-dihydro-2H-pyran and 25 ml of acetic anhydride are reacted in the presence of 12.5 ml of pyridine with stirring at room temperature for 4 hours. After the reaction, the mixture is concentrated, the residue is poured into ice water, and the mixture is extracted with 100 ml of ether. The ethereal layer is washed with an aqueous solution of sodium carbonate and then dried over magnesium sulfate. After removing the magnesium sulfate, the ethereal layer is concentrated, and the residue is distilled at a reduced pressure of 0.4 mm Hg to give 12.6 g of 2-methyl-6-acetoxy-3-oxo-3,6-dihydro-2H-pyran as a colorless liquid fraction at 80° to 83° C in a yield of 80%.

Workup

  1. customAfter the reaction
  2. concentrationthe mixture is concentrated
  3. additionthe residue is poured into ice water
  4. extractionthe mixture is extracted with 100 ml of ether
  5. washThe ethereal layer is washed with an aqueous solution of sodium carbonate
  6. dry with materialdried over magnesium sulfate
  7. customAfter removing the magnesium sulfate
  8. concentrationthe ethereal layer is concentrated
  9. distillationthe residue is distilled at a reduced pressure of 0.4 mm Hg

Sources & evidence

ORD record
ord-25718068c7b944e3a0be902b5410be70
Source dataset
uspto-grants-1977_11
Patent number
US04059595

Reaction notes

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