51609-06-4

Usage

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 1687, 1992 DOI: 10.1016/S0040-4039(00)91706-4

InChI:InChI=1/C10H21N/c1-10(2,3)11-9-7-5-4-6-8-9/h9,11H,4-8H2,1-3H3

Upstream product

• 90977-47-2 3-(tert.-Butyl-imino)-cyclohexen, N-Cyclohex-2-enyliden-tert.-butylamin 
• 108-94-1 cyclohexanone 
• 75-64-9 tert-butylamine 
• 37810-16-5 N-cyclohexylidene-2-methylpropan-2-amine 
• 141339-36-8 N-tert-Butyl-N-cyclohexyl-hydroxylamine 
• 108-93-0 cyclohexanol 
• 98-95-3 nitrobenzene 
• 75-65-0 tert-butyl alcohol 
• 110-83-8 cyclohexene 
• 51609-01-9 N-Dimethylphenyl-N'-t-butyl,N'-cyclohexylharnstoff 
• 2425-74-3 t-butylformamide 

Downstream Products

• 57734-17-5 Cyclohexyl-tert-butyl-ammonium-diisobutylphosphat 
• 78021-84-8 N-tert-Butyl-N-cyclohexyl-propionamide 
• 191799-02-7 N-cyclohexyl-N-tert-butylnicotinamide 
• 191799-01-6 3-Methoxy-pyridine-2-carboxylic acid tert-butyl-cyclohexyl-amide 
• 245679-60-1 N-cyclohexyl-N-tert-butyl-2-nitrobenzamide 
• 1243969-28-9 4-bromobenzoic acid N-tert-butyl-N-cyclohexyl amide 
• 136834-95-2 C₁₁H₁₉NO 
• 1378800-38-4 N-Nitroso-tert.-butyl-cyclohexyl-amine 
• 10354-56-0 N-cyclohexylnicotinamide 
• 83246-84-8 cyclohexyl-t-butylcyanamide 
• 51609-01-9 N-Dimethylphenyl-N'-t-butyl,N'-cyclohexylharnstoff 

Relevant academic research and scientific papers

Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions

Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.

PROCESS FOR PREPARING SECONDARY AMINES IN THE LIQUID PHASE

The present application relates to a process for preparing secondary amines by aminating excess primary or secondary alcohols with primary amines in the liquid phase in the presence of copper-comprising catalysts.

Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology

The alkylation of amines by alcohols has been achieved using 0.5 mol percent [Ru(p-cymene)CI2]2 with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. A/-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols requiremore forcing conditions than primary alcohols but are still effective a lkylating agents in the presence of this catalyst.

Deoxygenation of N,N-disubstituted hydroxylamines by carbon disulfide

Hindered N,N-dialkylhydroxylamines react rapidly with CS2 to give the corresponding 2°-amines.

Hindered Amines. Synthesis of Hindered Acyclic α-Aminoacetamides

Hindered amines and their nitroxyl radicals are useful in spin-label studies as nonnucleophilic bases and as stabilizers for polymers against UV degradation.Hindered acyclic α-aminoacetamides (3, R5 = aryl, tert-butyl; R6 = H) can be synthesized from amines, ketones, and chloroform with 50percent sodium hydroxide solution in phase-transfer-catalyzed reactions.Nucleophilic secondary amines will undergo the same reactions while bulky ones fail.Mixed 3 can be prepared from different amines according to their nucleophilicities. 1,1-Dialkyl-2,2-dichlorooxirane (5) is believedto be the reactive intermediate.Imines are sometimes formed as byproducts through the opening of a carbon-carbon bond in the oxirane ring by amines.Thus, tert-butylcyclohexylamine (7) is obtained in 62percent yield after hydrogenation of the crude imine from tert-butylamine, cyclohexanone, and chloroform.