反応 #2140992

反応方程式

6-chloroquinoline-2-carbaldehydeoxime

hydrogen

→

C-(6-chloroquinolin-2-yl)methylamine

溶媒

methanol

tetrahydrofuran

反応条件

後処理

1. 1
   ろ過The catalyst is filtered off
2. 2
   濃縮the solution is concentrated
3. 3
   その他The residue is chromatographed on silica gel
4. 4
   洗浄eluting with a gradient of dichloromethane/methanol (90:10) to dichloromethane/methanol/25% aqueous ammonia (90:10:1)
5. 5
   濃縮concentrated by evaporation

実験手順

A solution of 0.78 g (3.79 mmol) of 6-chloroquinoline-2-carbaldehydeoxime in 30 mL of saturated ammoniacal methanol and 10 mL of tetrahydrofuran is hydrogenated with Raney nickel for 48 hours at 3 bar hydrogen pressure. The catalyst is filtered off and the solution is concentrated. The residue is chromatographed on silica gel, eluting with a gradient of dichloromethane/methanol (90:10) to dichloromethane/methanol/25% aqueous ammonia (90:10:1). The corresponding fractions are combined and concentrated by evaporation. Yield: 0.33 g (45% of theory); Rf value: 0.43 (silica gel; dichloromethane/methanol=9:1); C10H9ClN2 (192.65); mass spectrum: (M+H)+=193/195 (chlorine isotope).

出典