反应详情

温度

0 °C

To a solution of (E)-3-(1-ethyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-but-2-enoic acid ethyl ester (Intermediate 15, 199 mg, 0.55 mmol) in 10 ml of anhydrous THF under argon at 0° C. was added a 1.0 M solution of diisobutylaluminum hydride (2.20 ml, 2.20 mmol) in hexanes. The resulting mixture was stirred at 0° C. to 25° C. for 1 h. The reaction was cooled to 0 ° C. and quenched slowly with saturated NH4Cl (0.5 ml), Celite (200 mg), and diluted with diethyl ether (10 ml). The resulting mixture was stirred at 25 ° C. for 1 hour. The product was filtered through a pad of Celite. The solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography using ethyl acetate: hexane (1:4) to yield the title compound as a yellow oil.

1. customquenched slowly with saturated NH4Cl (0.5 ml), Celite (200 mg)
2. additiondiluted with diethyl ether (10 ml)
3. stirringThe resulting mixture was stirred at 25 ° C. for 1 hour
4. filtrationThe product was filtered through a pad of Celite
5. dry with materialThe solution was dried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThe residue was purified by column chromatography