2-Bromo-4-nitro-1-(propan-2-yl)benzene → 3-Bromo-4-isopropylaniline

2-Bromo-1-isopropyl-4-nitrobenzene (XI) (20 g, 79.1 mmol, 96.5 GC % by area), methanol 400 ml), platinum on carbon (1% of platinum, 2% of vanadium, moist with water) (1.0 g, 0.018 mmol) and zinc dibromide (90 mg, 0.40 mmol) were placed in a 600 ml autoclave. The autoclave was subsequently flushed with nitrogen and pressurized to 5 bar with hydrogen at room temperature. The contents of the autoclave were filtered through Celite, washed with methanol and the solvent was distilled off under reduced pressure. 3-Bromo-4-isopropylaniline (17.1 g, 93 LC-% by area, 98.3 GC-% by area, 98% of theory) was obtained as a brown oil.

1. customThe autoclave was subsequently flushed with nitrogen
2. custompressurized to 5 bar with hydrogen at room temperature
3. filtrationThe contents of the autoclave were filtered through Celite
4. washwashed with methanol
5. distillationthe solvent was distilled off under reduced pressure

ORD record

ord-02b1d4e161dd4127b3a7e3bbf1ee15c3

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09440908B2