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.
91-21-4, To ice cold concentrated sulfuric acid was added in a dropwise manner 1,2, 3,4- tetrahydroisoquinoline (23 mL, 170 MMOL), followed by potassium nitrate (18.8 g, 186 mmol) at such a rate that the temperature did not rise above 5 C. After complete addition the mixture was stirred at room temperature for 18 h then poured onto a stirred mixture of ice (700 g) and NH40H (150 ML). The mixture was extracted with CHC13 (3 x 300 mL). The combined CHCl3 layers were washed with saturated NaCl (200 ML), dried over NA2SO4, filtered and concentrated in vacuo. The residue was dissolved in ethanol (130 mL) and cooled in an ice bath as concentrated hydrochloric acid (22 mL) was added. The formed precipitate was removed by filtration and recrystallized from methanol to give the product (12.45 g, 34 %) ; H NMR 500MHZ (DMSO-d6) No. = 3,. 13 (2H, t, J = 6. 2 Hz), 3.35 (2H, t, J = 6. 2 Hz), 4.35 (2H, s), 7.50 (LH, d, J=8. 5HZ), 8.07 (1H, dd, J=2. 3and8. 5Hz), 8.19 (1H, d, J=2. 3Hz) 10.02 (2H, br S).
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Reference£º
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem