反应详情

温度

65 °C

1-[2-(4-Nitro-phenyl)-ethyl]-piperidine (0.1178 gms.) is suspended in 4.5 mL of a 1:1 (v:v) solution of acetic acid and water. The suspension is then immersed in a 65° C. oil bath and treated in dropwise fashion with 9 mL of an ˜10 wt. % solution of TiCl3 in 20–30 wt. % HCl. Over the course of the addition a color change from colorless to purple to black ensues. The reaction mixture is maintained in the 65° C. oil bath overnight following the addition of TiCl3. The reaction mixture is then cooled to 0° C., and made basic with the addition of a 10% aqueous solution of NaOH. The basic reaction mixture is then extracted with chloroform. The emmulsion that forms is filtered through glass wool, re-extracted with chloroform, and then dried over anhydrous sodium sulfate. Following evaporation of the solvent the residue is chromatographed by flash silica gel chromatography (10% methanol in chloroform) to yield 60 mg of 4-(2-piperidin-1-yl-ethyl)-phenylamine.

1. customis then immersed in a 65° C.
2. additionOver the course of the addition a color change from colorless to purple to black ensues
3. temperatureThe reaction mixture is then cooled to 0° C.
4. customThe basic reaction mixture
5. extractionis then extracted with chloroform
6. filtrationThe emmulsion that forms is filtered through glass wool
7. extractionre-extracted with chloroform
8. dry with materialdried over anhydrous sodium sulfate
9. customevaporation of the solvent the residue
10. customis chromatographed by flash silica gel chromatography (10% methanol in chloroform)