Acetyl chloride → 3,3-Dimethylglutaric anhydride

HRID 2268021Notes

Reaction equation

HRID 2268021 reaction equation
[CH3:1][C:2]([CH3:11])([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][C:4](O)=[O:5].C(Cl)(=O)C>>[CH3:1][C:2]1([CH3:11])[CH2:7][C:8](=[O:10])[O:9][C:4](=[O:5])[CH2:3]1

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 209843,3-Dimethylglutaric acid

Product 1

HCID 778133,3-Dimethylglutaric anhydride

Conditions

Temperature
0 °C

Procedure

3,3-Dimethylglutaric acid (18.70 g, 116.8 mmol) was dissolved in acetyl chloride (25 mL, 352 mmol), and refluxed for 2 hours. The reaction mixture was evaporated to dryness, and the residue was dissolved in diethyl ether. The ether solution was concentrated on a steam bath, and then cooled to 0° C. for 1 hour. The precipitate was filtered to give the title compound.

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe reaction mixture was evaporated to dryness
  3. dissolutionthe residue was dissolved in diethyl ether
  4. concentrationThe ether solution was concentrated on a steam bath
  5. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-155684610ad04e3bac490557aa4e2241
Source dataset
uspto-grants-2001_12
Patent number
US06326372B1

Reaction notes

Loading…