Boron trifluoride → Bis(1-methylethyl)benzene

HRID 464495

Reaction equation

HRID 464495 reaction equation
[C:1]1([CH:7]([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]=[CH:11][CH3:12].B(F)(F)F>F>[CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:11]([CH3:12])[CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 7406CumeneHCID 8252Propylene

Product 1

HCID 11345Bis(1-methylethyl)benzeneYield 41%

Reagents, catalysts & solvents 1

HCID 14917Hydrofluoric AcidSolvent

Procedure

12 g (0.1 mol) cumene is dissolved in 150 ml anhydrous hydrogen fluoride and while keeping the stirred solution at -20° C. to 0° C., 0.05 mol of propylene is introduced and stirring continued for 15 min. The reaction mixture is then saturated with boron trifluoride and stirring continued for another 15 min. After workup, 41% diisopropylbenzene was obtained, comprised of 99.6% of meta and 0.4% para isomer, together with about 15% 1,3,5-triisopropylbenzene, which can be recycled under conditions of Example 6 to produce more meta-diisopropylbenzene.

Workup

  1. customat -20° C. to 0° C.
  2. waitcontinued for another 15 min

Sources & evidence

ORD record
ord-9e5ebb432e7b4a7e8af0cfdd52ac200e
Source dataset
uspto-grants-1985_10
Patent number
US04547604

Linked notes

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