Benzene → 3,5,5-Trimethylhexanoylbenzene

HRID 488969Notes

Reaction equation

HRID 488969 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][CH:6]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:7][C:8](Cl)=[O:9].[CH:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH3:5][CH:6]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:7][C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:9]

Participants

4

Reactant 3

HCID 241BenzeneHCID 1619293,5,5-Trimethylhexanoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 222694783,5,5-Trimethylhexanoylbenzene

Procedure

To a mixture of 143.3 grams of aluminum chloride and 400 mL of benzene was added 100 grams of 3,5,5-trimethylhexanoyl chloride over a 50 minute period at a rate such that the temperature did not exceed 35° C. When the addition was complete, the mixture was stirred at room temperature for three hours. The mixture was poured over 500 grams of ice and extracted with 400 mL of ethyl acetate. The organic phase was washed with brine, dried over magnesium sulfate, filtered and the solvent was removed in vacuo to give 3,5,5-trimethylhexanoylbenzene.

Workup

  1. customdid not exceed 35° C
  2. additionWhen the addition
  3. extractionextracted with 400 mL of ethyl acetate
  4. washThe organic phase was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-612488c652cc4dec99ba55439e1ae86a
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Reaction notes

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