Boron trifluoride → Bis(1-methylethyl)benzene

HRID 464494

Reaction equation

HRID 464494 reaction equation
C1(C(C)C)C=CC=CC=1.[CH:10]([C:13]1[C:14]([CH:22]([CH3:24])[CH3:23])=[C:15](C(C)C)[CH:16]=[CH:17][CH:18]=1)([CH3:12])[CH3:11].B(F)(F)F>F>[CH:22]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH:10]([CH3:12])[CH3:11])([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 7406CumeneHCID 13880201Triisopropylbenzene

Product 1

HCID 11345Bis(1-methylethyl)benzeneYield 36%

Reagents, catalysts & solvents 1

HCID 14917Hydrofluoric AcidSolvent

Procedure

12 g (0.1 mol) cumene and 10 g (0.05 mol) triisopropylbenzene are dissolved in 150 ml of anhydrous hydrogen fluoride at a temperature between -20° and 0°. While stirring the reaction mixture at this temperature, it is saturated with boron trifluoride and stirring is continued for two hours. After workup, as in Example 5, 36% diisopropylbenzene was obtained, comprised of 99.2% of the meta and 0.8% of the para isomer.

Workup

  1. stirringstirring

Sources & evidence

ORD record
ord-5e9779d0610a4664b682dbf6de652117
Source dataset
uspto-grants-1985_10
Patent number
US04547604

Linked notes

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