Isobutylbenzene → 4'-Isobutylhexanophenone

HRID 1741816

Reaction equation

HRID 1741816 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:11])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:13]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:14]([CH3:16])[CH3:15]>ClCCl>[CH2:13]([C:17]1[CH:22]=[CH:21][C:20]([C:5](=[O:11])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH:19][CH:18]=1)[CH:14]([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 10870IsobutylbenzeneHCID 67340Hexanoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 108790194'-Isobutylhexanophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of aluminum chloride (6.67 g) in dichloromethane (70 ml) was added hexanoyl chloride (7.0 ml) at 0° C. After the mixture was stirred at 0° C. for 15 minutes, isobutylbenzene (7.9 ml) was added to the mixture. The mixture was stirred at 0° C. for 30 minutes and poured into ice water. The organic layer was washed with water, aqueous sodium bicarbonate and brine. The solution was dried over magnesium sulfate and evaporated to give 4'-isobutylhexanophenone (10.52 g) as a colorless oil.

Workup

  1. stirringThe mixture was stirred at 0° C. for 30 minutes
  2. washThe organic layer was washed with water, aqueous sodium bicarbonate and brine
  3. dry with materialThe solution was dried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-af47f5de3b80488b99e32313671bce86
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Linked notes

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