1,4-Dioxane → Methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate

HRID 273334Notes

Reaction equation

HRID 273334 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[C:7]([CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:8][O:9][C:5]=2[CH:4]=1.[O:17]1CCOCC1>>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[C:7]([C:10](=[O:17])[C:11]([O:13][CH3:14])=[O:12])=[CH:8][O:9][C:5]=2[CH:4]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 15618717Methyl 2-(6-methoxy-1-benzofuran-3-yl)acetate

Product 1

HCID 69194602Methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetateYield 85%

Procedure

A mixture of methyl 2-(6-methoxybenzofuran-3-yl)acetate (0.500 g, 2.27 mmol) and SeO2 (0.303 g, 2.73 mmol) in 1,4-dioxane (10 mL) was refluxed for 2 days and then filtered. The filtrate was concentrated in vacuo and the residue was purified on a silica gel column to give methyl 2-(6-methoxybenzofuran-3-yl)-2-oxoacetate (0.452 g, 85%)

Workup

  1. temperaturewas refluxed for 2 days
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe residue was purified on a silica gel column

Sources & evidence

ORD record
ord-8db19c826ac844ec9f6887842b460143
Source dataset
uspto-grants-2008_11
Patent number
US07456289B2

Reaction notes

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