2,3-Diphenylpropionic acid → 2-Phenyl-2,3-dihydro-1H-inden-1-one

HRID 1935740

Reaction equation

HRID 1935740 reaction equation
[C:1]1([CH:7]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O>[C:1]1([CH:7]2[CH2:11][C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]2=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 187442,3-Diphenylpropionic acid

Product 1

HCID 3184912-Phenyl-2,3-dihydro-1H-inden-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Polyphosphoric acid (50 g) was heated in an oil bath at 140-145° C. and 2,3-diphenyl-propanoic acid (2.5 g) was added. Heating was continued for 45 min. Water was added. The mixture was cooled and extracted with ethyl acetate. The organic extracts were washed with 1 M NaOH solution and water. After drying the solvent was evaporated under reduced pressure. The product thus obtained was further purified by trituration in heptane.

Workup

  1. temperatureHeating
  2. temperatureThe mixture was cooled
  3. extractionextracted with ethyl acetate
  4. washThe organic extracts were washed with 1 M NaOH solution and water
  5. customAfter drying the solvent
  6. customwas evaporated under reduced pressure
  7. customThe product thus obtained
  8. customwas further purified by trituration in heptane

Sources & evidence

ORD record
ord-936efe47068f487a8c3449ba258d1285
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Linked notes

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