1-Nitro-4-(2,2,2-trifluoroethoxy)benzene → 4-(2,2,2-Trifluoroethoxy)aniline

1-Nitro-4-(2,2,2-trifluoroethoxy)benzene (5.5 g) was dissolved in methanol (100 ml), 10% palladium/activated carbon (50% in water, 2.5 g) was added thereto, and the mixture was stirred at room temperature for 24 hr under a hydrogen atmosphere. The palladium/activated carbon was removed by filtration, and the filtrate was concentrated under reduced pressure to give a dark orange oil residue. The obtained residue was dissolved in ethyl acetate (200 ml), and the solution was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained dark orange oil residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.5 g) as an orange oil.

1. customThe palladium/activated carbon was removed by filtration
2. concentrationthe filtrate was concentrated under reduced pressure
3. customto give a dark orange oil residue
4. washthe solution was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe obtained dark orange oil residue was purified by silica gel column chromatography (ethyl acetate/hexane)

ORD record

ord-2a6120c365e848ea9e2a60e59fb32e8b

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09023858B2