Synthesis
GENERAL STEPS: 1-Acetyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile (50 mmol) was dissolved in 8 M hydrochloric acid (150 mL) and the reaction was carried out at reflux for 18 hours. Upon completion of the reaction, the mixture was cooled and the pH was adjusted with sodium hydroxide solution to about 3. The precipitated 1,2,3,4-tetrahydroquinoline-6-carboxylic acid was separated by filtration, washed with water and dried. Yield: 61%.1H NMR (D6-DMSO) δ: 1.79 (m, 2H), 2.68 (m, 2H), 3.23 (m, 2H), 5.45 (br, 1H), 6.48 (d, 1H), 7.45-7.50 (m, 2H).
