Methylamine → 2-(Methylamino)benzonitrile

Temperature

60 °C

2-Fluorobenzonitrile (10.0 g, 82.8 mmol) was dissolved in acetonitrile (100 ml), and 40% aqueous methylamine solution (200 ml) was added thereto, followed by stirring at 60° C. overnight. 40% aqueous methylamine solution (100 ml) was further added thereto, followed by stirring at 60° C. for 9 hours. The reaction mixture was concentrated under reduced pressure, then water was added to the resulting residue, the mixture was extracted with chloroform. After the organic layer was dried (over anhydrous magnesium sulfate), the drying agent was filtered off, and the organic layer was concentrated under reduced pressure. The resulting oily substances were purified by silica gel column chromatography (the substances were eluted with an increasing concentration of chloroform from chloroform/hexane=1/2 to chloroform/hexane=1/1) to give the title compound (5.38 g, 49%).

1. stirringby stirring at 60° C. for 9 hours
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. additionwater was added to the resulting residue
4. extractionthe mixture was extracted with chloroform
5. dry with materialAfter the organic layer was dried (over anhydrous magnesium sulfate)
6. filtrationthe drying agent was filtered off
7. concentrationthe organic layer was concentrated under reduced pressure
8. customThe resulting oily substances were purified by silica gel column chromatography (the substances
9. washwere eluted with an increasing concentration of chloroform from chloroform/hexane=1/2 to chloroform/hexane=1/1)

ORD record

ord-ed01f4f1f1a24a719e725f3e2837e993

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06127541