反应详情

温度

90 °C

A solution of 44 (1 g, 3.25 mmol) in toluene was heated to 50° C. and Red-Al (2.2 mL, 8.14 mmol) was introduced at 50° C. After the addition was complete, the reaction mixture was heated at 90° C. for 2 h. The reaction mixture was cooled to rt, basified with 1N aq. NaOH solution and extracted with 10% MeOH/CHCl3. The combined organic layer was dried over Na2SO4, concentrated and the obtained crude compound was purified by silica gel chromatography (100-200 mesh, eluted with 2% MeOH/DCM) to get compound 45 (300 mg, 33%) as gummy liquid; (m/z): 294 [MH]+; 1H NMR (400 MHz, DMSO-d6) δ 9.76 (1H, s), 8.24 (1H, d, J=5.6 Hz), 7.53 (1H, d, J=1.2 Hz), 7.30 (1H, d, J=2.0, 5.6 Hz), 3.58 (4H, t, J=4.6 Hz), 3.48 (2H, s), 2.40-2.38 (4H, m), 1.49 (9H, s).

1. additionAfter the addition
2. temperatureThe reaction mixture was cooled to rt
3. extractionextracted with 10% MeOH/CHCl3
4. dry with materialThe combined organic layer was dried over Na2SO4
5. concentrationconcentrated
6. customthe obtained crude compound
7. customwas purified by silica gel chromatography (100-200 mesh, eluted with 2% MeOH/DCM)