Isobutylbenzene → 4'-Isobutylpentanophenone

HRID 260823Notes

Reaction equation

HRID 260823 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[Cl-].[Al+3].[Cl-].[Cl-].[CH2:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH:13]([CH3:15])[CH3:14]>ClCCl>[CH2:12]([C:16]1[CH:21]=[CH:20][C:19]([C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])=[CH:18][CH:17]=1)[CH:13]([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 10870IsobutylbenzeneHCID 61186Valeryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 109984904'-Isobutylpentanophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of valeryl chloride and aluminium chloride in dichloromethane was stirred at 0° C. for 30 minutes, and then isobutylbenzene was added. After stirring at 0° C. for 1 hour, the mixture was poured into ice water and extracted with dichloromethane. The organic layer was washed with an aqueous solution of sodium bicarbonate and brine, dried over magnesium sulfate and concentrated to give the object compound.

Workup

  1. stirringAfter stirring at 0° C. for 1 hour
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with an aqueous solution of sodium bicarbonate and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give the object compound

Sources & evidence

ORD record
ord-5ece0742f6e64f89ba2410412f18cc4f
Source dataset
uspto-grants-1996_06
Patent number
US05530019

Reaction notes

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