20782-91-6

基本信息
2-(溴乙基)-5-硝基呋喃
TIMTEC-BB SBB003091
2-(BROMOETHYL)-5-NITROFURAN
2-(BROMOMETHYL)-5-NITROFURAN
4-CARBOXY-2-NITROBENZYLBROMID
Furan, 2-(bromomethyl)-5-nitro-
2-(Bromomethyl)-5-nitrofuran ,97%
2-(BROMOMETHYL)-5-NITROFURAN 97%
5-Nitro-2-furfuryl bromide, GC 97%
4-(BROMOETHYL)-3-NITROBENZOIC ACID
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

2493-04-1

20782-91-6
以(5-硝基呋喃-2-基)甲醇為原料合成2-(溴甲基)-5-硝基呋喃的一般步驟:向攪拌的三苯基膦(39.40 g,150.24 mmol,4.3當(dāng)量)在二氯甲烷(200 mL)中的溶液中加入三溴異氰尿酸(14.05 g,38.34 mmol,1.5當(dāng)量)。30分鐘后,加入(5-硝基呋喃-2-基)甲醇(5 g,34.94 mmol,1當(dāng)量),將懸浮液在室溫下攪拌4小時。反應(yīng)完成后,濾出沉淀的氰尿酸,用水(4×100 mL)洗滌有機(jī)層,然后用鹽水溶液洗滌。將有機(jī)層用Na2SO4干燥,過濾并減壓蒸發(fā)。將得到的殘余物用正己烷處理,并通過填充有硅膠(100-200目)的短柱過濾。蒸發(fā)正己烷,得到目標(biāo)產(chǎn)物2-(溴甲基)-5-硝基呋喃,為黃色油狀液體;產(chǎn)量:6.33 g,產(chǎn)率84%。IR(KBr,νmax,cm-1):1526和1345(NO2);1H NMR(400 MHz,CDCl3)δ 4.49(s,2H),6.64(d,J = 4.0 Hz,1H,H3-呋喃),7.28(d,J = 4.0 Hz,1H,H4-呋喃)。
參考文獻(xiàn):
[1] Asian Journal of Chemistry, 2018, vol. 30, # 2, p. 312 - 316
[2] Patent: WO2017/17631, 2017, A2. Location in patent: Paragraph 00310
[3] Medicinal Chemistry Research, 2013, vol. 22, # 12, p. 5940 - 5947