6953-22-6

基本信息
5-芐氧基吲哚-3-甲醛
5-苯甲氧基吲哚-3-甲醛
5-芐氧基-3-甲醛
5-芐氧基-3-甲酰基吲哚
5-芐氧基-3-醛基-吲哚
5-BENZYLOXY-3-FORMYLINDOLE
5-(BENZYLOXY)-3-INDOLECARBOXYALDEHYDE
5-BENZYLOXYINDOLE-3-ALDEHYDE
5-BENZYLOXYINDOLE-3-CARBALDEHYDE
5-BENZYLOXYINDOLE-3-CARBOXALDEHYDE
5-BENZYLOXY INDOLE-3-CARBOXYALDEHYDE
5-BENZYLOXYINDOLE-3-FORMALDEHYDE
5-(phenylmethoxy)-1h-indole-3-carbaldehyde
5-BENZYLOXY-3-INDOLECARBOXALDEHYDE
5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde
NSC 71049
5-Benzyloxy-3-formaldehyde
5-(Benzyloxy)-1H-indole-3-carboxaldehyde
5-Benzyloxy-3-formyl-1H-indole
5-Benzyloxyindole-3-carboxaldehyde ,98%
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

1215-59-4

68-12-2

6953-22-6
a) 5-(芐氧基)-1H-吲哚-3-甲醛的合成:在攪拌條件下,將磷酰氯(1.5 g,9.9 mmol)緩慢滴加至冰浴冷卻的15 mL N,N-二甲基甲酰胺(DMF)中。移除冰浴后,繼續(xù)攪拌反應(yīng)15分鐘。隨后加入5-芐氧基吲哚(2.00 g,8.96 mmol),并將反應(yīng)混合物加熱至50-60℃,維持該溫度反應(yīng)1.5小時。反應(yīng)完成后,將混合物倒入冰水中,并用2 M氫氧化鈉溶液調(diào)節(jié)至堿性。將混合物回流2分鐘,冷卻后過濾,收集固體產(chǎn)物。用水洗滌固體,干燥后得到目標化合物5-(芐氧基)-1H-吲哚-3-甲醛,產(chǎn)量1.88 g(產(chǎn)率84%)。產(chǎn)物經(jīng)1H NMR(400 MHz,DMSO-d6)表征,化學(xué)位移如下:δ 5.88(s,1H),8.20(s,1H),7.68(d,1H),7.50-7.25(m,6H),6.96(dd,1H),5.11(s,2H),4.02(s,1H)。
參考文獻:
[1] Patent: WO2005/66132, 2005, A1. Location in patent: Page/Page column 90-91
[2] Patent: US2007/299061, 2007, A1. Location in patent: Page/Page column 17
[3] Synthesis (Germany), 2017, vol. 49, # 18, p. 4141 - 4150
[4] Journal of the Chemical Society, 1958, p. 3493,3494
[5] Journal of the Chemical Society, 1958, p. 3887,3892