4,5-Difluoro-2-nitroaniline → 1,2-Diamino-4,5-difluorobenzene

Into a Parr bottle were placed 4,5-difluoro-2-nitroaniline (5.00 g, 28.72 mmol), platinum (IV) oxide (0.31 g, 1.13 mmol) and methanol (60 mL). The bottle was flushed three times with hydrogen and was finally pressurized to 45 psig with hydrogen. The bottle was shaken for 5 h, after which time it was depressurized and the contents were poured into a separatory funnel containing ethyl acetate (300 mL) and water (300 mL). The organic layer was collected and washed with saturated aqueous brine solution (100 mL), dried over magnesium sulfate and the solvents were removed under reduced pressure using a rotary evaporator to leave 3.37 g (81%) of a brown solid. MS (Ca): m/z 145 (M+1).

1. customThe bottle was flushed three times with hydrogen
2. additionthe contents were poured into a separatory funnel
3. additioncontaining ethyl acetate (300 mL) and water (300 mL)
4. customThe organic layer was collected
5. washwashed with saturated aqueous brine solution (100 mL)
6. dry with materialdried over magnesium sulfate
7. customthe solvents were removed under reduced pressure
8. customa rotary evaporator

ORD record

ord-f502f815024e4edbb9d2871fb65dd0b8

Source dataset

uspto-grants-2001_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06204249B1