Water → 6-Ethyl-2,3-dihydro-1H-inden-1-one

HRID 1956167Notes

Reaction equation

HRID 1956167 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=O)=[CH:5][CH:4]=1)[CH3:2].O>CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:6]([CH2:9][CH2:10][C:11]2=[O:13])=[CH:7][CH:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 962WaterHCID 20640393-(4-ethylphenyl)propanoic Acid

Product 1

HCID 223634256-Ethyl-2,3-dihydro-1H-inden-1-one

Reagents, catalysts & solvents 1

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A 13.0 g sample of 3-(4-ethylphenyl)propanoic acid was dissolved in 125 g of Eaton's reagent and the mixture was heated at 50° C. with stirring for 3 hours. The resulting mixture was cooled and poured into water. The mixture obtained was extracted with ethyl acetate and the organic extract was dried over sodium sulfate and concentrated by evaporation under reduced pressure. The residue was distilled and the 7.8 g colorless liquid fraction boiling at 95°-100° C. under 0.5 mm Hg (66 Pascals) pressure was collected to obtain 6-ethyl-1-indanone.

Workup

  1. temperatureThe resulting mixture was cooled
  2. customThe mixture obtained
  3. extractionwas extracted with ethyl acetate
  4. extractionthe organic extract
  5. dry with materialwas dried over sodium sulfate
  6. concentrationconcentrated by evaporation under reduced pressure
  7. distillationThe residue was distilled
  8. customthe 7.8 g colorless liquid fraction boiling at 95°-100° C. under 0.5 mm Hg (66 Pascals) pressure was collected

Sources & evidence

ORD record
ord-ca2e048b9f4f4aaf988d50d10506568e
Source dataset
uspto-grants-1998_07
Patent number
US05780465

Reaction notes

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