反应详情

温度

30 °C

To a solution of 0.18 g (0.52 mmol) of 4,4-dimethyl-1,2,3,4-tetrahydro-N-(4-methylphenyl)-7-[2-(trimethylsilyl)ethynyl]quinoline (Compound 2) in 12.0 mL of methanol and 1.0 mL of tetrahydrofuran was added 0.088 g (0.64 mmol) of potassium carbonate, and the resulting mixture was stirred at room temperature for 6 hours and at 30° C. for 1 hour. The mixture was concentrated in vacuo, water was added, and the mixture was extracted with diethyl ether (2x). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to give the title compound as an orange oil. PNMR (300 MHz, CDCl3): d 1.34 (6 H, s), 1.83 (2 H, t, J=6.0 Hz), 2.35 (3 H, s), 2.86 (1 H, s), 3.56 (2 H, t, J=6.0 Hz), 6.73 (1 H, d, J=1.6 Hz), 6.82 (1 H, dd, J=7.9, 1.6 Hz), 7.11 (2 H, d, J=8.4 Hz), 7.17 (1 H, J=7.9 Hz), 7.18 (2 H, d, J=8.4 Hz).

1. concentrationThe mixture was concentrated in vacuo, water
2. additionwas added
3. extractionthe mixture was extracted with diethyl ether (2x)
4. washThe combined organic layers were washed with brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo