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ChemicalBook CAS DataBase List 8-METHYL-1,3,4,5-TETRAHYDRO-2H-1-BENZAZEPIN-2-ONE
86499-66-3

8-METHYL-1,3,4,5-TETRAHYDRO-2H-1-BENZAZEPIN-2-ONE synthesis

3synthesis methods
53078-85-6 Synthesis
2-Bromo-5-methylbenzenamine

53078-85-6
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8-METHYL-1,3,4,5-TETRAHYDRO-2H-1-BENZAZEPIN-2-ONE

86499-66-3
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Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: acetic anhydride / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
2.2: 0.5 h / -78 °C / Inert atmosphere
2.3: 2 h / -78 °C / Inert atmosphere
3.1: potassium hydroxide / 1,4-dioxane; water / Inert atmosphere; Reflux
4.1: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 1.5 h / 0 - 20 °C / Inert atmosphere
5.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} / toluene / 16 h / 120 °C / Schlenk technique; Inert atmosphere; Sealed tube

References:

Mazumdar, Wrickban;Jana, Navendu;Thurman, Bryant T.;Wink, Donald J.;Driver, Tom G. [Journal of the American Chemical Society,2017,vol. 139,# 14,p. 5031 - 5034]

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