91-21-4,1,2,3,4-Tetrahydroisoquinoline, cas is 91-21-4, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.
In a mortar 2 g of P2O5/silica gel (65% w/w)1 (10 mmol) and 1,2,3,4-tetrahydroisoquinoline (10 mmol, 1.33 g) was triturated for 30 s, and then 5 ml of HNO3 65% was added drop-wise and the mixture was further triturated with a pestle at room temperature for 20 min until a deep-yellow color appeared, at which point TLC (n-hexane:EtOAc 70:30) showed complete disappearance of 1,2,3,4-tetrahydroisoquinoline (30 min). To the reaction mixture was added diethyl ether (50 ml) and the solid was separated through a short pad of silica gel and washed with diethyl ether (2 ¡Á 15 ml). The filtrate was washed with NaHCO3 10% (20 ml) and dried (MgSO4). The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (n-Hexane:EtOAc, 2:1), 7-nitro-1,2,3,4-tetrahydroisoquinoline (2b) was obtained (8 mmol, 1.4 g 80%) as a yellow solid, mp 121 C. 1H NMR, delta: 8.05 (m, 2H), 7.60 (m, 1H,), 3.82 (s, 2H), 3.38 (t, 2H, J = 7.4 Hz), 3.12 (t, 2H, J = 7.4 Hz), 2.83 (s, 1H). 13C NMR, delta: 150.6, 145.0, 140.3, 129.6, 122.6, 121.4, 46.9, 44.1, 28.1. EMS [M+H+] for C9H10N2O2, Calcd 179.0740. Found, 179.1121.
91-21-4 is used more and more widely, we look forward to future research findings about 1,2,3,4-Tetrahydroisoquinoline
Reference£º
Article; Hajipour, Abdol R.; Guo, Lian-Wang; Pal, Arindam; Mavlyutov, Timur; Ruoho, Arnold E.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7435 – 7440;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem