反应详情

A solution of cis-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester (Example 7C) (18.0 g, 40 mmol) in 150 mL each of cyclohexene and ethanol was treated with 10% palladium on carbon (10.0 g, 50% water by weight). After heating at reflux for 1 h, the cooled mixture was filtered through Celite® and concentrated in vacuo to afford the crude product, which was purified by silica gel chromatography using 25-50% ethyl acetate/hexanes as eluent to afford 8.8 g of the title product. 1H NMR (CDCl3) δ 0.83 (t, 3H), 1.25 (m, 4H), 1.45 (m, 1H), 1.6 (m, 1H), 2.49 (m, 1H), 3.81 (m, 1H), 4.2 (m, 2H), 4.4 (m, 1H), 7.47 (m, 2H), 7.69 (s, 1H).

1. temperatureAfter heating
2. temperatureat reflux for 1 h
3. filtrationthe cooled mixture was filtered through Celite®
4. concentrationconcentrated in vacuo
5. customto afford the crude product, which
6. customwas purified by silica gel chromatography