反应详情

温度

70 °C

n-Propyl bromide (29.2 mL, 0.32 mole) was added to a solution of 1-(5-iodo-4-hydroxy-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)butan-1,4-dione (100 g, 0.2 mole) in DMF (400 mL) containing potassium carbonate (96 g, 0.35 mole). The mixture was stirred at 70° C. for 2 hours during which time starting material disappeared. The mixture was cooled, filtered, and extracted with ethyl acetate, and the extract was washed with water and brine, dried over anhydrous MgSO4, and evaporated in vacuo to afford the crude product. Crystallization from ether/hexane gave the title compound as white crystals, m.p. 120°-121° C. NMR (CDCl3) δ 1.08 (t, J=7.5 Hz, CH2CH2CH3) 1.87 (m, CH2CH2CH3), 2.41 (t, J=4 Hz, COCH2CH2CO), 3.90 and 3.94 (s, u Ar OCH3), 4.04 (t, J=8 Hz, OCH2CH2CH3), 7.28 (s, trimethoxyphenyl H-2, H-6), 7.51 (d, J=1.5 Hz, Iodophenyl 'H-6), 8.06 (d, J=1.5 Hz, Iodophenyl 'H-2).

1. temperatureThe mixture was cooled
2. filtrationfiltered
3. extractionextracted with ethyl acetate
4. washthe extract was washed with water and brine
5. dry with materialdried over anhydrous MgSO4
6. customevaporated in vacuo
7. customto afford the crude product
8. customCrystallization from ether/hexane