Benzene → 3,5,5-Trimethylhexanoylbenzene

HRID 488973Notes

Reaction equation

HRID 488973 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:11][CH:12]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:13][C:14](Cl)=[O:15]>O>[CH3:11][CH:12]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:13][C:14]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:15]

Participants

5

Reactant 3

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

Product 1

HCID 222694783,5,5-Trimethylhexanoylbenzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 143.4 grams of aluminum chloride and 351.6 grams of benzene was stirred at room temperature while 100 grams of 3,5,5-trimethylhexanoyl chloride was added to the reaction keeping the reaction temperature at approximately 35° C. over a period of 1.5 hours. The mixture was then stirred for 3hours. The reaction mixture was poured into 500 grams of ice and stirred until all the ice dissolved. Water was added with cooling to give a homogenous mixture followed by extraction with 400 mL of ethyl acetate. The organic phase was washed with brine, dried with anhydrous magnesium sulfate and stripped to dryness to give 3,5,5-Trimethylhexanoylbenzene.

Workup

  1. additionwas added to the reaction
  2. customat approximately 35° C.
  3. customof 1.5 hours
  4. dissolutiondissolved
  5. temperaturewith cooling
  6. customto give a homogenous mixture
  7. extractionfollowed by extraction with 400 mL of ethyl acetate
  8. washThe organic phase was washed with brine
  9. dry with materialdried with anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-1936cae0910742bc995c7112b2642e57
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Reaction notes

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