Hydrogen Bromide → 1-Bromo-3-isobutylbenzene

Temperature

25 °C

To a solution of 3-isobutylphenylamine (3.80 g) in 48% hydrobromic acid (10 ml) was added aqueous sodium nitrite (2.11 g, 2 ml) below 10° C. over 20 minutes. The reaction mixture was added to a solution of cuprous bromide (7.3 g) in 48% hydrobromic acid (5 ml) at 25° C. After stirred at 25° C. for 1 hour, the mixture was extracted with hexane two times. The extracts were combined, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (150 g) eluting with hexane to give 1-bromo-3-isobutylbenzene (2.61 g) as a colorless oil.

1. extractionthe mixture was extracted with hexane two times
2. washwashed with water and brine
3. dry with materialdried over magnesium sulfate
4. customAfter evaporation of the solvent
5. customthe residue was chromatographed on silica gel (150 g)
6. washeluting with hexane

ORD record

ord-8f1eaee14b55457faf866a8866ce8eb7

Source dataset

uspto-grants-1993_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05212320