Isobutylbenzene → HCID 18314753, compound

HRID 357667Notes

Reaction equation

HRID 357667 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH2:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH:6]([CH3:8])[CH3:7].Br[C:16]([CH3:21])([CH3:20])[C:17](Br)=[O:18]>C(Cl)Cl>[CH3:20][CH:16]1[CH2:21][C:13]2[C:12](=[CH:11][CH:10]=[C:9]([CH2:5][CH:6]([CH3:8])[CH3:7])[CH:14]=2)[C:17]1=[O:18]

Participants

5

Reactant 3

HCID 10870IsobutylbenzeneHCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 18314753HCID 18314753, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17.3 g (125 mmol) of AlCl3 were added to a solution of 6.71 g (50 mmol) of isobutylbenzene in 30 ml of analytical grade methylene chloride, while cooling with ice. 11.9 g (52 mmol) of 2-bromoisobutyryl bromide were then added rapidly, and stirring was continued at 0° C. for 1 hour and at room temperature for 2 hours. The mixture was heated under reflux for a further 15 hours and then worked up analogously to Example A. The crude product was chromatographed on 100 g of silica gel (hexane/methylene chloride 1:1). The yield was 8.42 g (83%).

Workup

  1. temperaturewhile cooling with ice
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for a further 15 hours
  4. customThe crude product was chromatographed on 100 g of silica gel (hexane/methylene chloride 1:1)

Sources & evidence

ORD record
ord-7c23e3f39c6f43c69597a3841ca625be
Source dataset
uspto-grants-1998_11
Patent number
US05840948

Reaction notes

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