Category: 14631-46-0

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.14631-46-0, name is 5,6,7,8-Tetrahydroquinolin-8-ol, molecular formula is C9H11NO, molecular weight is 149.1897, as common compound, the synthetic route is as follows.Computed Properties of C9H11NO

Preparation of 6,7-Dihydro-5H-quinolin-8-one: To a stirred solution of 8-hydroxy-5,6,7,8-tetrahydroquinoline (13.96 g, 93.6 mmol) in dry CH2Cl2 (400 mL) was added activated manganese dioxide (85% purity, 82.22 g, 804 mmol). The resulting heterogeneous mixture was stirred 18 h, at which point the black slurry was filtered through a cake of celite and washed with CH2Cl2 (3*50 mL). The combined washings were concentrated to afford 11.27 g (82%) of the title compound as a pale yellow solid, which was used in subsequent reactions without further purification. 1H NMR (CDCl3) delta 2.17-2.25 (m, 2H), 2.82 (t, 2H, J=7 Hz), 3.04 (t, 2H, J=6 Hz), 7.37 (dd, 1H, J=9, 6 Hz), 7.66 (dd, 11H, J=9, 1 Hz), 8.71 (dd, 11H, J=6, 1 Hz); 13C NMR (CDCl3) delta 22.2, 28.6, 39.2, 126.6, 137.3, 140.5, 147.6, 148.6, 196.5. ES-MS m/z 148 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14631-46-0, 5,6,7,8-Tetrahydroquinolin-8-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
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Synthetic Route of 14631-46-0 ,Some common heterocyclic compound, 14631-46-0, molecular formula is C9H11NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

The intermediate 8-hydroxy-5,6,7,8-tetrahydroquinoline was prepared according to the procedure described in Bridger et. al. PCT International application PCT/CA00/00321. For the purposes of illustration, the synthesis of (R)-(-)-8-amino-5,6,7,8-tetrahydroquinoline is described.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14631-46-0, its application will become more common.

Reference:
Patent; McEachern, Ernest J.; Bridger, Gary J.; Skupinska, Krystyna A.; Skerlj, Renato T.; US2003/114679; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts