p-Nitroacetophenone → p-Aminoacetophenone

Into a 100-mL 3-necked round-bottom flask, was placed a solution of 1-(4-nitrophenyl)ethanone (6 g, 36.36 mmol, 1.00 equiv) in ethanol (100 mL), water (15 mL). This was followed by the addition of NH4Cl (3.85 g, 72.64 mmol, 2.00 equiv) in several batches. To this was added Fe (10.18 g, 181.79 mmol, 5.00 equiv) in several batches, while the temperature was maintained at reflux. The resulting mixture was heated to reflux for 2 h. The solids were filtered out and the resulting filtrate was concentrated under vacuum. The residue was diluted with 50 mL of water. The resulting solution was extracted with 3×50 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum to give 3.1 g (60%) of 1-(4-aminophenyl)ethanone as a yellow solid.

1. customInto a 100-mL 3-necked round-bottom flask, was placed
2. temperaturewhile the temperature was maintained
3. temperatureat reflux
4. temperatureThe resulting mixture was heated
5. temperatureto reflux for 2 h
6. filtrationThe solids were filtered out
7. concentrationthe resulting filtrate was concentrated under vacuum
8. additionThe residue was diluted with 50 mL of water
9. extractionThe resulting solution was extracted with 3×50 mL of ethyl acetate
10. dry with materialdried over anhydrous sodium sulfate
11. concentrationconcentrated under vacuum

ORD-Eintrag

ord-07dedcf575804d12ae737fff1c6788ab

Quelldatensatz

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08541448B2