反应详情

To a solution of 1-(6-aminoindan-1-ylmethyl)-4-(4-fluorophenyl)piperidine, 2a (6.5 g) and triethylamine (3 ml) in dichloromethane (150 ml) cooled to 0° C. was added dropwise a solution of acetylchloride (1.7 g) in dichloromethane (50 ml). The mixture was stirred for one hour at room temperature. Water (500 ml) was added, the organic phase separated, washed with brine (2×50 ml) and finally worked-up as above. The thus isolated crude title product was purified by column chromatography on silica gel (eluted with a mixture of ethyl acetate/heptane/triethylamine 75:25:4). Recrystallization from diethyl ether yielded 7.7 g of pure title compound 4a. Mp: 159-162° C. 1H NMR (CDCl3): δ 1.70-1.90 (m, 5H); 2.00-2.15 (m, 1H); 2.15 (s, 3H); 2.20-2.30 (m, 1H); 2.35-2.50 (m, 2H); 2.60 (dd, 1H); 2.70-2.90 (m, 2H); 2.95-3.15 (m, 2H); 3.45 (qui, 1H); 6.95 (t, 2H); 7.05-7.25 (m, 5H); 7.55 (s, 1H).

1. customthe organic phase separated
2. washwashed with brine (2×50 ml)
3. customThe thus isolated crude title product
4. customwas purified by column chromatography on silica gel (
5. washeluted with a mixture of ethyl acetate/heptane/triethylamine 75:25:4)
6. customRecrystallization from diethyl ether