91-21-4, 1,2,3,4-Tetrahydroisoquinoline is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
1,2,3,4-tetrahydroisoquinolin (10. Og, 75.1mmol, 1 equiv) was dissolved in 40ml of concentrated sulfuric acid (exothermic reaction) and potassium nitrate (8.4g, 83.0mmol,1.1 equiv) was added in portions over lhour whilst stirring at O0C. The reaction mixture was then warmed up to room temperature and stirred for 2hrs. The reaction was poured in ice-water (100ml) and basified to pH 10 with ammonia solution (100ml). The mixture was then extracted with chloroform (2 x 250ml). The combined extracts were washed with brine, dried over magnesium sulfate and concentrated to give a dark red oil. The residue was purified by column chromatography using DCM/MeOH/NH4OH:95/5/0.5 to give the title mixture of isomers as a solid (7g, 52%).1H NMR (CDCl3, 400MHz) delta= 7.99 (m, IH), 7.92 (s, IH), 7.28 (m, IH), 7.26 (m, IH), 4.1 (s, 2H), 3.17 (m, 2H), 2.9 (m, 2H).
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Reference£º
Patent; CELLZOME AG; WO2009/62658; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem