66361-67-9

基本信息
6-溴-1-萘酮
6-溴-1-萘滿酮
6-溴-Α-四氫萘酮
6-溴-1-四氫萘酮
6-溴-Α-四氫萘酮
6-溴-ALPHA-四氫萘酮
6-溴-1-四氫萘酮,96%
6-溴-3,4-二氫萘-1(2H)-酮
1(2H)-萘酮,6-溴-3,4-二氫-
6-Bromotetral-1-one
6-BROMO-A-TETRALONE
6-Bromo-1-tetralone
6-BROMO-TETRAL-1-ON
6-bromotetralin-1-one
6-BROMO-1-TETRALONE,96%
1(2H)-Naphthalenone, 6-broMo-3,4-dihydro-
物理化學(xué)性質(zhì)
常見問題列表

3470-53-9

66361-67-9
以6-氨基-1,2,3,4-四氫-1-萘酮為原料合成6-溴-3,4-二氫萘-1(2H)-酮的一般步驟如下:在0°C下,將NaNO2(2.35 g,34 mmol)的水溶液(10 mL)緩慢滴加到6-氨基-1,2,3,4-四氫萘-1-酮(5.0 g,31 mmol)的25% HBr(16 mL)溶液中。隨后,在0°C下將所得懸浮液轉(zhuǎn)移至CuBr(8.9 g,62 mmol)的48% HBr(30 mL)攪拌混合物中。將反應(yīng)混合物逐漸升溫至室溫并持續(xù)攪拌1小時。反應(yīng)完成后,用EtOAc萃取混合物,有機(jī)相用Na2SO4干燥并濃縮。通過硅膠柱色譜法(洗脫梯度:0%-60% EtOAc/Hex)純化殘余物,得到5.6 g(產(chǎn)率80%)的6-溴-3,4-二氫萘-1(2H)-酮,為淺黃色油狀物。1H NMR(400 MHz, CDCl3)δ: 2.10-2.16(2H, m), 2.64(2H, t, J = 6.4 Hz), 2.94(2H, t, J = 6.0 Hz), 7.42(1H, s), 7.44(1H, s), 7.87(1H, d, J = 8.9 Hz)。質(zhì)譜分析:[M + H]+計算值C10H9BrO:225,227;實測值:225,227。
參考文獻(xiàn):
[1] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 4, p. 391 - 396
[2] Chemistry - A European Journal, 2018, vol. 24, # 50, p. 13150 - 13157
[3] Patent: WO2018/183370, 2018, A2. Location in patent: Paragraph 00136
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 5, p. 1284 - 1304
[5] Chemical and Pharmaceutical Bulletin, 1984, vol. 32, # 1, p. 130 - 151