反应详情

5 grams of 16 are placed in a flask. 100 mL of trifluoroacetic acid is added, and the mixture is stirred. After an hour, the acid is evaporated on a rotary evaporator and 100 mL saturated sodium bicarbonate solution and 100 mL of water are added. The mixture is agitated or sonicated for ˜½ hours, then filtered and washed with water and then methanol, and dried in vacuo. The material may be recrystallized. It is dissolved in a minimum amount of warm DMF, and then approximately a threefold portion of methanol is added and the solution is sonicated a few minutes. A cream to brown material crystallizes out. This is washed with methanol, and dried in vacuo. The yield approaches theoretical values.1H NMR (DMSO-d6) δ: 11.96 (s, NH, 1H), 11.71 (s, NH, 1H), 8.30 (br s, aromatic proton, 1H), 8.27 (br s, aromatic proton, 1H), 8.19 (d, aromatic protons, J=8.5 Hz, 2H), 7.66 (d, aromatic protons, J=8.3 Hz, 2H), 7.34 (m, aromatic protons, 2H), 7.08 (s, aromatic proton, 1H), 7.03 (s, aromatic proton, 1H), 4.60 (m, aliphatic protons, 4H), 3.68 (t, J=8 Hz, aliphatic protons, 2H), 3.40 (t, J=8 Hz, aliphatic protons, 2H), 3.24 (m, aliphatic protons, 4H). Combustion Analysis: Found: C, 63.55%; H, 4.42%; N, 11.95%. Calculated, for ½ mole sodium bicarbonate contaminant: C, 63.43%; H, 4.45%; N, 12.13%.

1. waitAfter an hour
2. customthe acid is evaporated on a rotary evaporator and 100 mL saturated sodium bicarbonate solution and 100 mL of water
3. additionare added
4. stirringThe mixture is agitated
5. customsonicated for ˜½ hours
6. filtrationfiltered
7. washwashed with water
8. dry with materialmethanol, and dried in vacuo
9. customThe material may be recrystallized
10. dissolutionIt is dissolved in a minimum amount of warm DMF
11. additionapproximately a threefold portion of methanol is added
12. customthe solution is sonicated a few minutes
13. customA cream to brown material crystallizes out
14. washThis is washed with methanol
15. customdried in vacuo