2,2-Diethylbutanedioic acid → Dihydro-3,3-diethyl-2,5-furandione

HRID 359490Notes

Reaction equation

HRID 359490 reaction equation
[CH2:1]([C:3]([CH2:11][CH3:12])([CH2:7][C:8]([OH:10])=[O:9])[C:4](O)=[O:5])[CH3:2]>C(Cl)(=O)C>[CH2:1]([C:3]1([CH2:11][CH3:12])[CH2:7][C:8](=[O:10])[O:9][C:4]1=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 1385662,2-Diethylbutanedioic acid

Product 1

HCID 137741Dihydro-3,3-diethyl-2,5-furandione

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

A mixture of 3.5 g (20 mol) of 2,2-diethylsuccinic acid and 10 ml of acetyl chloride was heated under reflux for 2 hr, cooled, concentrated in vacuo, and reconcentrated three times after the addition of toluene. The residue was used without further purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hr
  3. temperaturecooled
  4. concentrationconcentrated in vacuo
  5. additionafter the addition of toluene
  6. customThe residue was used without further purification

Sources & evidence

ORD record
ord-5b2a25dc683946f48a324e6f83b7660c
Source dataset
uspto-grants-1991_03
Patent number
US05001140

Reaction notes

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