Benzene → 3,5,5-Trimethylhexanoylbenzene

HRID 983745

Reaction equation

HRID 983745 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 3 hours. 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-315d5ee2397343248fc0bd500add10bf
Source dataset
uspto-grants-2005_03
Patent number
US06864396B2

Linked notes

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