Aluminum(III) Chloride → 2,4-Dimethyl-2,3-dihydro-1H-inden-1-one

HRID 1728975Notes

Reaction equation

HRID 1728975 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17])[C:7](Cl)=[O:8]>C1(C)C=CC=CC=1>[CH3:5][CH:6]1[CH2:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:7]1=[O:8]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 19016869HCID 19016869, compound

Product 1

HCID 149978892,4-Dimethyl-2,3-dihydro-1H-inden-1-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

36 g (270 mmol) of AlCl3 were added to 17.7 g (90 mmol) of acid chloride f4 in 50 ml of toluene in the course of 20 minutes, and the mixture was stirred at 80° C. for 4 hours. It was poured onto ice/HCl, extracted with toluene, washed with H2O, NaHCO3 solution and NaCl solution, dried and distilled (109° C./1 mmHg) or chromatographed (n-hexane/ethyl acetate 6:1, rF =0.44).

Workup

  1. additionIt was poured onto ice/HCl
  2. extractionextracted with toluene
  3. washwashed with H2O, NaHCO3 solution and NaCl solution
  4. customdried
  5. distillationdistilled (109° C./1 mmHg)
  6. customchromatographed (n-hexane/ethyl acetate 6:1, rF =0.44)

Sources & evidence

ORD record
ord-2d3bc760e3af410eaf532ea170a84846
Source dataset
uspto-grants-1994_07
Patent number
US05329033

Reaction notes

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