Hydrochloric Acid → 2-Ethyl-2-methyl-indan

HRID 261529

Reaction equation

HRID 261529 reaction equation
Cl.[CH2:2]([C:4]1([CH3:14])[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=O)[CH3:3]>O.C(O)C.[Zn].C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[CH2:2]([C:4]1([CH3:14])[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)[CH3:3]

Participants

7

Reactant 2

HCID 313Hydrochloric AcidHCID 146860942-Ethyl-2-methyl-1-indanone

Product 1

HCID 203944402-Ethyl-2-methyl-indan

Reagents, catalysts & solvents 4

HCID 15337Mercuric acetateCatalystHCID 23994ZincCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

335 g of zinc dust and 33.5 g of mercury (II) acetate and a solution of 330 cc of concentrated hydrochloric acid in 280 cc of water are rapidly added dropwise in a stirring apparatus. The mixture is boiled at reflux and a solution of 63 g of 2-ethyl-2-methyl-1-indanone in 525 cc of ethanol is added dropwise within 10 minutes while stirring. The reaction mixture is subsequently stirred at reflux for 28 hours, cooled, filtered, and the residue is washed with water/petroleum ether. The filtrate is extracted with petroleum ether, the petroleum ether extract is washed with water and dried over sodium sulphate. The crude 2-ethyl-2-methyl-indan, obtained as an oil after evaporating the solvent, is purified by chromatography on aluminium oxide/petroleum ether.

Workup

  1. temperatureat reflux
  2. stirringThe reaction mixture is subsequently stirred
  3. temperatureat reflux for 28 hours
  4. temperaturecooled
  5. filtrationfiltered
  6. washthe residue is washed with water/petroleum ether
  7. extractionThe filtrate is extracted with petroleum ether
  8. extractionthe petroleum ether extract
  9. washis washed with water
  10. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-28adf486cf104b4d8d97dd240ed54f30
Source dataset
uspto-grants-1979_08
Patent number
US04166131

Linked notes

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