Synthesis of 3-(2-aminoethyl)-5-hydroxyindene, the indene isostere of 5-hydroxytryptamine
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700000114
Abstract
Knoevenagel condensation of 6-hydroxyindan-1-one and ethyl cyanoacetate gave the exo-unsaturated nitrile ester, which was hydrolysed and decarboxylated to 5-hydroxyindene-3-acetonitrile. 3-(2-Aminoethyl)-5-hydroxy-indene, isolated as its oxalate, was obtained by lithium aluminium hydride reduction of this nitrile.
Recommended Literature
- [1] An investigation into the origin of variations in photovoltaic performance using D–D–π–A and D–A–π–A triphenylimidazole dyes with a copper electrolyte? Govind ReddyMol. Syst. Des. Eng., 2021,6, 779-789 10.1039/D1ME00073J
- [2] Aggregation-induced chiroptical generation and photoinduced switching of achiral azobenzene-alt-fluorene copolymer endowed with left- and right-handed helical polysilanes? Hailing Chen,Lu Yin,Meng Liu,Laibing Wang,Michiya Fujiki,Wei ZhangRSC Adv., 2019,9, 4849-4856 10.1039/C8RA09345H
- [3] Aggregation-induced emission of luminol: a novel strategy for fluorescence ratiometric detection of ALP and As(v) with high sensitivity and selectivity? Yuan-Jun Tong,Lu-Dan Yu,Lu-Lu Wu,Shu-Ping Cao,Ru-Ping Liang,Li Zhang,Xing-Hua Xia,Jian-Ding QiuChem. Commun., 2018,54, 7487-7490 10.1039/C8CC03725F
- [4] An intramolecular tryptophan-condensation approach for peptide stapling? Eunice Y.-L. Hui,Bhimsen Rout,Yaw Sing Tan,Kok-Ping Chan,Charles W. JohannesOrg. Biomol. Chem., 2018,16, 389-392 10.1039/C7OB02667F
- [5] An assessment of strategies for the development of solid-state adsorbents for vehicular hydrogen storage Mark D. Allendorf,Alauddin Ahmed,Tom Autrey,Jeffrey Camp,Eun Seon Cho,Maciej Haranczyk,Abhi Karkamkar,Di-Jia Liu,Katie R. Meihaus,Iffat H. Nayyar,Roman Nazarov,Donald J. Siegel,Vitalie Stavila,Jeffrey J. Urban,Srimukh Prasad Veccham,Brandon C. WoodEnergy Environ. Sci., 2018,11, 2784-2812 10.1039/C8EE01085D
- [6] An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane? Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. YesteJ. Mater. Chem. A, 2019,7, 8993-9003 10.1039/C8TA11672E
- [7] An ATP-selective, lanthanide complex luminescent probe? Xiao Liu,Jun Xu,Yinyun Lv,Wenyu Wu,Weisheng Liu,Yu TangDalton Trans., 2013,42, 9840-9846 10.1039/C3DT50986A
- [8] An automated computational approach to kinetic model discrimination and parameter estimation? Connor J. Taylor,Hikaru Seki,Friederike M. Dannheim,Mark J. Willis,Graeme Clemens,Brian A. Taylor,Thomas W. Chamberlain,Richard A. BourneReact. Chem. Eng., 2021,6, 1404-1411 10.1039/D1RE00098E
- [9] Aggregation of the metallocycles {Cu8} and {Cu20} using [Cu(bp)] units (H2bp = bis(2-hydroxybenzyl)amine): structures and magnetic properties? Mei-Yu Xu,Ya-Ting Wang,Qing-Ling Ni,Zi-Hao Zhang,Guang-Ming Liang,Liu-Cheng GuiDalton Trans., 2016,45, 4993-4997 10.1039/C6DT00174B
- [10] An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning? Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao DuanNanoscale, 2016,8, 19541-19550 10.1039/C6NR07585A
Journal Name:Journal of the Chemical Society C: Organic
research_products
-
CAS no.: 89640-58-4