3199-50-6

基本信息
5-溴-2-乙?;秽?BR>1-(5-溴-2-呋喃基)乙酮
1-(5-溴呋喃-2-基)乙酮
4 -氨基- N,N -二甲基苯磺
1-(5-溴呋喃-2-基)乙基-1-酮
2-ACETYL-5-BROMOFURAN
2-Bromo-5-acetylfuran
1-(5-BROMO-2-FURYL)ETHANONE
Methyl 5-bromo-2-furyl ketone
5-Bromo-2-furyl methyl ketone
Ethanone,1-(5-bromo-2-furanyl)-
1-(5-Bromofuran-2-yl)ethan-1-one
物理化學性質(zhì)
制備方法
1192-62-7

3199-50-6
以2-乙?;秽珵槠鹗荚虾铣?-(5-溴呋喃-2-基)乙酮的一般步驟:在攪拌條件下,將N-溴代琥珀酰亞胺(22mmol)分批加入至2-乙?;秽?0mmol)的DMF(20mL)溶液中。反應混合物在室溫下攪拌過夜后,將其倒入冷水中終止反應。隨后,用乙醚(200mL,分三次)對產(chǎn)物進行萃取。經(jīng)處理后,得到目標化合物1-(5-溴呋喃-2-基)乙酮,產(chǎn)率為61%,熔點為92-93℃(己烷/乙醚重結(jié)晶后熔點為94-95℃;文獻值參見Gilman H., et al., J. Am. Chem. Soc., 53, 4192-4196 (1931))。產(chǎn)物的核磁共振氫譜(1H NMR, CDCl3)數(shù)據(jù)如下:δ 2.45 (s, 3H), 6.49 (d, J = 3.9 Hz, 1H), 7.12 (d, J = 3.6 Hz, 1H)。核磁共振碳譜(13C NMR)數(shù)據(jù)如下:δ 185.4, 154.4, 128.2, 118.9, 114.3, 25.7。
參考文獻:
[1] Journal of Natural Products, 2017, vol. 80, # 9, p. 2561 - 2565
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 14, p. 3658 - 3664
[3] Patent: US2005/282853, 2005, A1. Location in patent: Page/Page column 15; 19
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 7, p. 1784 - 1788
[5] Organic Letters, 2017, vol. 19, # 21, p. 5976 - 5979