Hydrochloric Acid → HCID 67289758, compound

Participants

Reaction Steps

To a round bottom flask, iron powder (9.13 g, 162.7 mmol) and concentrated hydrochloric acid (0.16 mL) were added to a mixture of 4,4-dimethyl-2-(3-nitro-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carbonitrile (5 g, 16.3 mmol) in ethanol (50 mL) and water (12 mL). The resultant mixture was allowed to stir at reflux for 1.5 h. The mixture was filtrated and the filtered cake was washed by ethanol several times. The ethanol was removed under vacuum. The residue was dissolved in ethyl acetate (100 mL) and water (50 mL), separated the organic layer. The organic layer was washed by brine twice and dried over anhydrous sodium sulfate. Filtered and concentrated to provide 2-(3-amino-phenyl)-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carbonitrile as yellow solid (4.2 g, yield: 85%). MS (ESI+APCI) 278.2.

Provenance & Evidence