反应详情

To a stirred solution of sodium diatrizoate (59.0 g, 92.8 mmol) in 350 ml of dry DMF was added ethyl 5-bromovalerate (14.7 ml, 92.8 mmol) in two portions and the resulting solution was stirred at ambient temperature for 12 hr. The reaction mixture was poured into 3.5 1 of water and the resulting white precipitate was collected, washed with ether and then air dried. The crude product was dissolved in acetonitrile-ethanol (5:2), filtered through a pad of silica gel and the filtrate was evaporated to give a solid (67 g, 97%). Recrystallization from methanol-water gave analytically pure product (mp 237°-239° C.) after drying under high vacuum; CI-MS: MH+ 743. The 1H-NMR (300 MHz) spectral data was consistent with the desired product. Calculated for C18H21I3N2O6 ; C 29.13, H 2.85, I 51.30; Found: C 29.13, H 2.78, I 51.15, N 3.75.

1. customthe resulting white precipitate was collected
2. washwashed with ether
3. customair dried
4. dissolutionThe crude product was dissolved in acetonitrile-ethanol (5:2)
5. filtrationfiltered through a pad of silica gel
6. customthe filtrate was evaporated