Hydrogen Bromide → (4-Bromo-2-methylbutan-2-yl)benzene

HRID 704415Notes

Reaction equation

HRID 704415 reaction equation
[CH3:1][C:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:6])[CH2:3][CH2:4]O.O.[BrH:14]>>[Br:14][CH2:4][CH2:3][C:2]([CH3:6])([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:1]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 2324603-Methyl-3-phenylbutan-1-ol

Product 1

HCID 244007(4-Bromo-2-methylbutan-2-yl)benzene

Procedure

3-Metyl-3-phenylbutanol (0.82 g) was refluxed in 47% hydrobromic acid (5 ml) under heating for 7 hours. To the reaction solution was added water and the solution was extracted with ether. After washing with a saturated aqueous solution of sodium chloride, the ether layer was dried over anhydrous magnesium sulfate, and the residue was then subjected to silica gel column chromatography. Elution with a hexane - ethyl acetate 10:1) mixture gave 1.02 of 1-bromo-3-methyl-3-phenylbutane.

Workup

  1. temperatureunder heating for 7 hours
  2. extractionthe solution was extracted with ether
  3. washAfter washing with a saturated aqueous solution of sodium chloride
  4. dry with materialthe ether layer was dried over anhydrous magnesium sulfate
  5. washElution with a hexane - ethyl acetate 10:1) mixture

Sources & evidence

ORD record
ord-bdbe03d1380d49ac83c2d3cd7684d2ef
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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