20870-90-0

基本信息
5-溴-1-甲基-2-吲哚酮
5-溴-N-甲基-N-氧化嗎啉
5-溴-1-甲基-2-氧吲哚烷
5-溴-1-甲基吲哚啉-2-酮
5-溴-1-甲基-3H-吲哚-2-酮
5-broMo-1-Methylindolin-2-one
5-bromo-1-methyl-2-indolinone
5-Bromo-1-methyl-2-oxindole97%
5-Bromo-1-methyl-2-oxoindoline
5-bromo-1-methyl-3H-indol-2-one
5-Bromo-1-methyl-2-oxindole 97%
5-bromo-1-methyl-1,3-dihydro-2H-indol-2-one
2H-Indol-2-one, 5-broMo-1,3-dihydro-1-Methyl-
5-Bromo-1-methylindolin-2-one, 5-Bromo-1,3-dihydro-1-methyl-2H-indol-2-one
物理化學(xué)性質(zhì)
制備方法

61-70-1

20870-90-0
以1-甲基-2-吲哚啉酮為原料合成5-溴-1-甲基-2-氧代二氫吲哚的一般步驟:將N-甲基吲哚(0.5 g,3.4 mmol)溶解于乙腈(5 mL)中,在0℃下攪拌。隨后,緩慢滴加溶解于乙腈(10 mL)中的N-溴代琥珀酰亞胺(NBS,0.62 g)。保持反應(yīng)混合物在0℃下攪拌1小時,隨后在室溫下繼續(xù)攪拌2小時。反應(yīng)完成后,通過旋轉(zhuǎn)蒸發(fā)去除溶劑,將所得固體溶解于氯仿(CHCl3)中,并用去離子水洗滌兩次。再次通過旋轉(zhuǎn)蒸發(fā)去除氯仿后,得到的棕色固體用己烷進(jìn)行重結(jié)晶,得到5-溴-N-甲基羥吲哚(0.44 g,產(chǎn)率58%)。產(chǎn)物經(jīng)1H-NMR(300 MHz,CDCl3)表征,化學(xué)位移δ(ppm)如下:7.42-7.39(d,1H),7.26(s,1H),6.71-6.68(d,1H),3.52-3.20(s,2H),3.19(s,3H)。
參考文獻(xiàn):
[1] European Journal of Organic Chemistry, 2011, # 20-21, p. 3781 - 3793
[2] RSC Advances, 2016, vol. 6, # 74, p. 70221 - 70225
[3] Molecular Crystals and Liquid Crystals, 2015, vol. 618, # 1, p. 47 - 54
[4] Journal fuer Praktische Chemie (Leipzig), 1930, vol. <2>128, p. 1,23