Preparation of Some Primary and Secondary β-Cyclohexylalkylamines<sup>1</sup>

Zenitz, Bernard L.; Macks, Elizabeth B.; Moore, Maurice L.

doi:10.1021/ja01197a039

Cited by 8 publications

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Decker‐Becker Secondary Amine Synthesis

2010

Comprehensive Organic Name Reactions and Reagents

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The synthesis of secondary amine by the condensation of primary amines with aldehydes to form an imine intermediate, which then reacts with alkyl halides via alkylation to finally afford secondary amines after hydrolysis, is generally referred to as Decker‐Becker secondary amine synthesis and also known as Forster reaction. The study finds that use of methyl halides gives satisfactory results. This reaction has been used in the preparation of secondary amines, such as alkyl (aryl) methyl amines.

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Decker‐Becker Secondary Amine Synthesis

2010

Comprehensive Organic Name Reactions and Reagents

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Additions to the azomethine group

Harada¹

1970

PATAI'S Chemistry of Functional Groups

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Hydrierung des 1H‐Benzotriazols

Oelschläger

Bremer

1971

Archiv der Pharmazie

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Es wurde die Hydrierung des la-Benzotriazols (I) zum 4,5,6,7-Tetrahydrobenzotriazol (II) mit Hilfe verschiedener Katalysatoren sowie der Einflufi von Losungsmitteln, Druck und Temperatur untersucht. Hierbei stellten sich grofie Unterschiede in Bezug auf die Hydriergeschwindigkeit zwischen den einzelnen Kontakten (Pd, Pt, Rh, PtO,) in Mohrform oder auf Trigern heraus Unter Normaldmck und unter erhohtem Druck war Pd/C (10 %) am besten fur diese Hydrierung geeignet. Die Hydriergeschwindigkeiten in wasserfreien Losungsmitteln (Eisessig, Dioxan, Methanol) konnten durch Zugabe von 5-10 % Wasser (zu Dioxan und Methanol) maximal um das 15-fache gesteigert werden. Hydrogenation of lH-BenzotriazoleThe hydrogenation of lH-benzotriazole (I) to 4,5, 6 , 7-tetrahydrobenzotriazole (11) with different catalysts as well as the influence of solvents, pressure and temperature was investigated. Great differences in activity exist between Pd, Pt, Rh as black catalysts and the same metals on carriers. Pd/C (10 %) was the most suitable catalyst under normal and high pressure. The reaction rates in solvents (CH3COOH, dioxane, CH30H) free of water are increased at the most fifteenfold by addition of 5-10 % of water.Walhrend iiber die Hydrierung von carbocyclischen Aromaten und solchen mit einem Heteroatom unter Verwendung von Rhodium-, Platin-, Rhutenium und Mischkatalysatoren in den letzten Jahren relativ vie1 gearbeitet worden ist'), wurde die Hydrierung von Benzoheterocyclen mit zwei und mehr Heteroatomen u. W.bisher kaum und in keinem Fall systematisch untersucht.1934 berichteten Fries und Mitarb.*), da13 bei der katalytischen Hydrierung des 1H-Benzotriazols (I) mit Palladium-bzw. Piatin-Mohr ein Tetrahydroderivat erhal-

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Preparation of Some Primary and Secondary β-Cyclohexylalkylamines¹

Cited by 8 publications

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Decker‐Becker Secondary Amine Synthesis

Decker‐Becker Secondary Amine Synthesis

Additions to the azomethine group

Hydrierung des 1H‐Benzotriazols

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Preparation of Some Primary and Secondary β-Cyclohexylalkylamines1

Cited by 8 publications

References 0 publications

Decker‐Becker Secondary Amine Synthesis

Decker‐Becker Secondary Amine Synthesis

Additions to the azomethine group

Hydrierung des 1H‐Benzotriazols

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Preparation of Some Primary and Secondary β-Cyclohexylalkylamines¹