41175-50-2

基本信息
2,3,6,7-TETRAHYDRO-1H,5H-PYRIDO[3,2,1-IJ]QUINOLIN-8-OL
8-HYDROXY-2,3,6,7-TETRAHYDRO-1H,5H-BENZO[IJ]QUINOLIZINE
8-HYDROXYJULOLIDINE
8-HYDROXYJULOLIDINE HYDROCHLORIDE
AKOS BBS-00000819
TIMTEC-BB SBB006615
,3,6,7-Tetrahydro-1H,5H-benzo(ij)quinolizin-8-ol
,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol
5h-benzo[ij]quinolizin-8-ol,2,3,6,7-tetrahydro-1
8-HydroxyIulolidineHCl
1H,5H-Benzoijquinolizin-8-ol, 2,3,6,7-tetrahydro-
物理化學性質
制備方法

63468-83-7

41175-50-2
以8-甲氧基久洛利定為原料合成1,2,3,5,6,7-六氫吡啶并[3,2,1-ij]喹啉-8-醇的一般步驟如下:將8-甲氧基久洛利定(10g,50mmol)溶解于由50mL 47%氫碘酸、80mL濃鹽酸和200mL水組成的混合溶液中。將反應混合物加熱回流,并通過薄層色譜(TLC)監(jiān)測反應進度。反應15小時后,向混合物中追加50mL濃鹽酸。總反應時間為60小時。反應完成后,將溶液置于冰浴中冷卻,首先用50%氫氧化鈉溶液中和至pH6,隨后加入磷酸鹽緩沖液(由6.9g NaH2PO4·H2O和1.4g Na2HPO4溶于100mL水配制而成)。用二氯甲烷萃取產物,有機相用鹽水洗滌后,以無水硫酸鈉干燥,減壓濃縮去除溶劑。將所得粗產物重新溶解于二氯甲烷中,用10%氫氧化鈉溶液反復萃取直至水相無色。隨后,酸化有機相,干燥后再次萃取,按上述方法去除溶劑,最終得到產物1,2,3,5,6,7-六氫吡啶并[3,2,1-ij]喹啉-8-醇(6.24g),產率為67%,熔點為126-130℃。
參考文獻:
[1] Journal of Organic Chemistry, 1987, vol. 52, # 8, p. 1465 - 1468
[2] Journal of Fluorescence, 2015, vol. 25, # 6, p. 1615 - 1628
[3] Chemical Communications, 2011, vol. 47, # 47, p. 12691 - 12693
[4] Chemistry - A European Journal, 2014, vol. 20, # 12, p. 3510 - 3519
[5] Patent: US2018/280543, 2018, A1. Location in patent: Paragraph 0041; 0098