Acetyl chloride → Ethanone, 1-(4-octylphenyl)-

HRID 395940Notes

Reaction equation

HRID 395940 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:19](Cl)(=[O:21])[CH3:20]>ClC(Cl)C>[CH2:5]([C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:21])[CH3:20])=[CH:17][CH:18]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 16607OctylbenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 66344Ethanone, 1-(4-octylphenyl)-

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Aluminum chloride (22.6 g) is suspended in dichloroethane (500 ml) and octylbenzene (16) (21.5 g) is added at room temperature. To the mixture is added acetyl chloride (8.87 g) under ice-cooling. The mixture is stirred at room temperature overnight. The reaction mixture is poured into ice water and extracted with ether. The organic layer is washed with brine and dried over sodium sulfate. The solvent is evaporated to give 4′-octylacetophenone (18′) as a colorless oil.

Workup

  1. temperaturecooling
  2. extractionextracted with ether
  3. washThe organic layer is washed with brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is evaporated

Sources & evidence

ORD record
ord-f0335febdb6e4fc9a41e2e6dafd45797
Source dataset
uspto-grants-2003_08
Patent number
US06605744B2

Reaction notes

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