7-(Trifluoromethyl)quinoline

Chemical Properties

Synthesis

98-16-8

56-81-5

325-14-4

1. Concentrated sulfuric acid (13.7 g, 0.14 mol) was slowly added dropwise to glycerol (8.63 g, 0.094 mol) at a controlled temperature not exceeding 70 °C. 2. m-Trifluoromethylaniline (5.00 g, 0.031 mol) was added to the above mixture, and the reaction was heated up to 85 °C, and kept at 85 °C for 40 min. 3. Potassium iodide (0.30 g, 1.80 mmol), iodine (0.34 g, 1.34 mmol), and water (1.50 mL) were added in sequence, and the reaction system was heated up to 135 °C for 4 hours. 4. 1.80 mmol), iodine (0.34 g, 1.34 mmol) and water (1.50 mL) were added sequentially, and the reaction system was heated to 135 °C and the reaction was sustained for 4 h. 4. Upon completion of the reaction, it was cooled to room temperature, and the reaction mixture was quenched by pouring it into iced water and filtered through diatomaceous earth. 5. The filtrate was adjusted to a pH of 7 with ammonia, pumped, and the filtrate was extracted with ethyl acetate. 6. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure.7. The residue was purified by column chromatography to afford 7-trifluoromethylquinoline (3.50 g, 69% yield).

References