反应详情

A mixture of 2-(1-piperazinyl)-2,4,6-cycloheptatrien-1-one (12.4 g), described in Example 2), 1-chloro-2-propanone (5.55 g), potassium carbonate (11.04 g) and acetonitrile (120 ml) was refluxed for 4 hr and filtered. Chloroform and water were added to the filtrate. The organic phase was separated, washed with water, dried and evaporated. The residue was chromatographed on silica gel using methanol-ethyl acetate and the eluates were evaporated to give an oil (6.21 g) of 2-[4-(2-oxopropyl)-1-piperazinyl]-2,4,6-cycloheptatrien-1-one (VII; R1, R2, R3 and R4 =H and Alk=C--CH2): ir(CHCl3) 3660, 3360, 1720, 1710, 1660 and 1560 cm-1 ; uv max(MeOH) 351 (ε=9310), 255 (ε=13915) and 221 nm(ε=11750); nmr(CDCl3) δ2.12 (s, 3H), 2.62 (t, 4H), 3.21 (s, 2H), 3.35 (s, 4H) and 6.40-7.10 (m, 5H); and Anal. Calcd for C14H18N2O2 : C, 68.26% H, 7.37% N, 11.37% and Found: C, 67.33% H, 7.59% N, 11.44%.

1. temperaturewas refluxed for 4 hr
2. filtrationfiltered
3. additionChloroform and water were added to the filtrate
4. customThe organic phase was separated
5. washwashed with water
6. customdried
7. customevaporated
8. customThe residue was chromatographed on silica gel
9. customthe eluates were evaporated