Benzene → 20633-28-7

HRID 840987Notes

Reaction equation

HRID 840987 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:8][C:7](=[O:9])[O:6][C:4](=[O:5])[CH2:3]1.[Cl-].[Al+3].[Cl-].[Cl-].Cl.[CH:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH3:10][C:2]([CH3:1])([CH2:3][C:4](=[O:5])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:8][C:7]([OH:6])=[O:9]

Participants

5

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 778133,3-Dimethylglutaric anhydrideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 2262047820633-28-7

Procedure

A mixture of 3,3-dimethylglutaric anhydride (10.0 g, 70.4 mmol), anhydrous aluminum chloride (23.5 g, 176 mmol) and benzene (100 ml) was heated under reflux for 5 hours. The reaction mixture was poured into ice water, adjusted to pH 1 with a 35% hydrochloric acid and then extracted with ethyl acetate. The extract solution was washed with water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 17.4 g of 3,3-dimethyl-5-oxo-5-phenylpentanoic acid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. extractionextracted with ethyl acetate
  4. washThe extract solution was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0f128b268b43456ea968766b9cfce840
Source dataset
uspto-grants-2002_04
Patent number
US06369110B1

Reaction notes

Loading…