反应详情

温度

120 °C

45 ml of cinnamaldehyde are added dropwise to a mixture of 38 g of p-aminophenylacetic acid, 71 g of arsenic acid and 300 ml of phosphoric acid. The reaction mixture is stirred for 2 hours at 120°C, 50 ml of polyphosphoric acid are then added and the whole is again stirred for 16 hours at 110°-120°C. The reaction mixture is cooled to 0°C and adjusted to a pH of 5-6 first with 2 N sodium hydroxide solution and then with solid sodium carbonate. This suspension is extracted with ethyl acetate and the organic phases are then extracted 6 times with 50 ml of 1 N hydrochloric acid at a time. The hydrochloric extracts are combined and a few pinches of sodium nitrite are added. The solution is left to stand for 15 minutes at room temperature and is then adjusted to pH 5.6, using a pH-meter, by adding sodium carbonate. This solution is extracted with ethyl acetate and the organic layers are washed with water, dried over sodium sulphate and evaporated. The residue obtained is crude 2-phenyl-6-quinolineacetic acid. Melting point 176°-179°C (from methanol-pentane). α-Methyl-2-phenyl-6-quinolineacetic acid of melting point 161°-162°C (from ethanol-water) is obtained analogously.

1. stirringthe whole is again stirred for 16 hours at 110°-120°C
2. temperatureThe reaction mixture is cooled to 0°C
3. extractionThis suspension is extracted with ethyl acetate
4. extractionthe organic phases are then extracted 6 times with 50 ml of 1 N hydrochloric acid at a time
5. additiona few pinches of sodium nitrite are added
6. waitThe solution is left
7. waitto stand for 15 minutes at room temperature
8. additionby adding sodium carbonate
9. extractionThis solution is extracted with ethyl acetate
10. washthe organic layers are washed with water
11. dry with materialdried over sodium sulphate
12. customevaporated
13. customThe residue obtained