Acetic Acid → 4-Amino-2-methylbenzonitrile

温度

92.5 °C

3-Methyl-4-nitrobenzonitrile (1.0 g, 6 mmol) was dissolved in acetic acid (15 ml). Water (3.75 ml) was added and the mixture was heated between 90-95° C. Iron powder (2.5 g) was added during 1.5 hours and the resulting mixture was heated for 1 hour. Other portion of water (3.75 ml) was added and the heating was continued for additional 2 hours. The solution was allowed to cool to room temperature and the mixture was diluted with water (100 ml) and extracted with ethyl acetate (4×40 ml). The organic phase was washed with 5% NaHCO3 (1×50 ml) and water (1×50 ml), dried over Na2SO4 and evaporated. The crude product was used without further purifications. 1H NMR (DMSO-d6): 2.28 (3H, s), 6.04 (2H, bs), 6.44 (1H, m), 6.48 (1H, m), 7.31 (1H, m).

1. temperaturethe resulting mixture was heated for 1 hour
2. temperatureto cool to room temperature
3. extractionextracted with ethyl acetate (4×40 ml)
4. washThe organic phase was washed with 5% NaHCO3 (1×50 ml) and water (1×50 ml)
5. dry with materialdried over Na2SO4
6. customevaporated

ORDレコード

ord-bd7d1cd58cfc493ba90195f4c4f37886

出典データセット

uspto-grants-2008_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07390923B2