Propionyl chloride → HCID 20522459, compound

HRID 223116Notes

Reaction equation

HRID 223116 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH:5]([CH:8]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[C:10]([CH3:19])([CH3:18])[CH:9]1[CH3:20])([CH3:7])[CH3:6].[C:21](Cl)(=[O:24])[CH2:22][CH3:23]>[N+](C)([O-])=O>[C:21]([C:14]1[CH:15]=[C:16]2[C:11]([C:10]([CH3:19])([CH3:18])[CH:9]([CH3:20])[CH:8]2[CH:5]([CH3:7])[CH3:6])=[CH:12][C:13]=1[CH3:17])(=[O:24])[CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 62324Propionyl chlorideHCID 30178881,1,2,6-Tetramethyl-3-(propan-2-yl)-2,3-dihydro-1H-indeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20522459HCID 20522459, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

At 0°-5° C. a solution of 4 g AlCl3 in 50 ml nitromethane is added to a mixture of 6 g 1-isopropyl-2,3,3,5-tetramethyl indan (obtained according to example I or II) and 25 g propionyl chloride. Then the reaction mixture is stirred at room temperature during one hour and poured out into ice and extracted three times with ether. The solution in ether is washed neutral, dried and evaporated. The residue is distilled under diminished pressure to obtain 6-propionyl-1-isopropyl-2,3,3,5-tetramethyl indan in a yield of 80%. B.p. 145° C./1 mm Hg.

Workup

  1. additionpoured out into ice
  2. extractionextracted three times with ether
  3. washThe solution in ether is washed neutral
  4. customdried
  5. customevaporated
  6. distillationThe residue is distilled under diminished pressure

Sources & evidence

ORD record
ord-60b82b61028b4ae38084e967486dd022
Source dataset
uspto-grants-1982_10
Patent number
US04352748

Reaction notes

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