1,4-Dioxane → HCID 59587569, compound

HRID 1061597Notes

Reaction equation

HRID 1061597 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([C:7]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:8])=[CH:5][CH:4]=1.[O:17]1CCOCC1>>[O:17]=[C:9]([C:7]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:16][CH:15]=1)=[O:8])[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 76150Benzenepropanoic acid, 4-methoxy-beta-oxo-, ethyl ester

Product 1

HCID 59587569HCID 59587569, compound

Procedure

A suspension of ethyl p-methoxybenzoylacetate (16.3 mL, 85 m mol) and SeO2 (9.9 g, 89 m mol) in 80 mL of dioxane was heated to reflux overnight. After being cooled down to rt, the reaction mixture was filtered to remove inorganic solid. The filtrate was concentrated under reduced pressure and treated with benzene. The benzene solution was concentrated to dryness under reduced pressure to yield ethyl 2,3-dioxo-(p-methoxyphenyl) -propionate, which was used in next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. filtrationthe reaction mixture was filtered
  4. customto remove inorganic solid
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. additiontreated with benzene
  7. concentrationThe benzene solution was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-94349d432d484076a5df048cb98059e7
Source dataset
uspto-grants-2005_11
Patent number
US06960595B2

Reaction notes

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