HCID 332828, compound → 4-(1,3-Dioxaindan-5-yl)oxane-2,6-dione

HRID 585552Notes

Reaction equation

HRID 585552 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([CH2:15][C:16]([OH:18])=[O:17])[CH2:11][C:12]([OH:14])=O)=[CH:9][C:4]=2[O:3][CH2:2]1>C(OC(=O)C)(=O)C>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]3[CH2:11][C:12](=[O:14])[O:18][C:16](=[O:17])[CH2:15]3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 1

HCID 332828HCID 332828, compound

Product 1

HCID 219278554-(1,3-Dioxaindan-5-yl)oxane-2,6-dioneYield 70.3%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

3-(1,3-benzodioxol-5-yl)pentanedioic acid (2 g, 7.9 mmoles) was suspended in acetic anhydride (50 ml) and refluxed for two hours. The reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The residue was triturated with ether to give the product (1.3 g, 70%). 1H NMR (DMSO-d6) δ 6.91 (m, 1H), 6.89 (m, 1H), 6.72 (m, 1H), 6.01 (s, 2H), 3.53-3.41 (m, 1H), 3.07-2.89 (m, 4H).

Workup

  1. temperaturerefluxed for two hours
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-923881117c3d4bc58d47c6875caa6a24
Source dataset
uspto-grants-2005_08
Patent number
US06933304B2

Reaction notes

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