10468-26-5

Upstream product

• 1670-47-9 1,1-diethoxycyclohexane 
• 100-61-8 N-methylaniline 
• 108-94-1 cyclohexanone 
• 75251-09-1 N-(1-Cyclohexen-1-yl)-N-lithiobenzolamin 
• 74-88-4 methyl iodide 

Downstream Products

• 18707-43-2 N-cyclohexyl-N-methylaniline 
• 62070-38-6 2-(N-Methylanilino)-1-cyclohexen-1-thiocarbonsaeureanilid 
• 32045-62-8 (5-Methoxy-1,3,4,8b-tetrahydro-2H-biphenylen-4a-yl)-methyl-phenyl-amine 
• 552-82-9 benzhydrylidene(methyl)amine 
• 25754-75-0 N-cyclohexyl-N-methyl-2,4-dinitroaniline 
• 13640-77-2 2-ethoxycarbonylaminocyclohexanone 
• 40887-55-6 3-methyl-3-phenyl-carbazic acid ethyl ester 
• 98945-57-4 1-(Methyl-phenyl-amino)-7-aza-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester 
• 108-94-1 cyclohexanone 
• 100-61-8 N-methylaniline 
• 90449-84-6 2-(1'-ethoxyethyl)-1-cyclohexanone 

Relevant academic research and scientific papers

Enamines: efficient nucleophiles for the palladium-catalyzed asymmetric allylic alkylation

Enamines were tested to be efficient nucleophiles for palladium-catalyzed asymmetric allylic alkylation, avoiding the use of unstablilized ketone enolates formed by strong bases. The influence of the chiral metallocene-based ligands upon this reaction was studied in detail. It was shown that planar chirality played an important role in enantioselectivities. Meanwhile, different kinds of enamines and allylic acetate to the reactions were also investigated. High catalytic activity and excellent enantioselectivity (up to 99% ee) were obtained with pyrrolidine enamines of both aliphatic and aromatic ketone.

Synthesis of Enamines from Cycloalkanones and Secondary Cyclic Amines using K-10 Montmorillonite Clay

The synthesis of enamines from cycloalkanones and secondary cyclic amines has been carried out in 85-95percent yield in the presence of K-10 montmorrilonite clay and with azeotropic removal of the water formed in the condensation.

Comparison of the Tautomerization and Hydrolysis of Some Secondary and Tertiary Enamines

N-Phenylcyclohex-1-en-1-amine, N-(p-chlorophenyl)cyclohex-1-en-1-amine, the N-aryl-2-methylprop-1-en-1-amines, Me2C=CHNLC6H4X, L = H, D, X = H, p-Cl, p-Me, p-MeO, m-NO2, the N-alkyl-2-methylprop-1-en-1-amines, Me2C = CHNDR, R = Me, Et and the (E)-N-alkylprop-1-en-1-amines, MeHC = CHNDR, R = Me, t-Bu, were generated in solution from their N-trimethylsilyl derivatives and characterized by NMR spectroscopy.N-(p-Nitrophenyl)-2-methylprop-1-en-1-amine was isolated from the reaction of isobutyraldehyde and p-nitroaniline, and appreciable amounts (>10percent) of the N-arylcyclohex-1-en-1-amines and N-aryl-2-methylcyclohex-1-en-1-amines were found to be present at equilibrium in DMSO-d6 solution when the aryl group was phenyl, p-chlorophenyl, m-nitrophenyl, or p-nitrophenyl.The kinetics of hydrolysis of all the N-aryl secondary enamines obtained in the above ways were measured in aqueous solution and compared with those of the corresponding N-methyl tertiary enamines.With all enamines there was a region of pH in which kobsd was proportional to 10-pH, and under such conditions it was considered that the rate-determining step was C-protonation.This was supported by the isotope effect kH(1+)/kD(1+) = ca. 3, the observation of general acid catalysis, the much faster rate of hydrolysis of the corresponding imines, and the negative ρ- values.It was found that in the cyclohexenyl series the secondary and tertiary enamines were hydrolyzed at similar rates when the substituents in the aryl group were the same, but in the 2-methylcyclohexenyl and 2-methylpropenyl series the secondary enamines were hydrolyzed much faster than the corresponding tertiary enamines.This was attributed to the tertiary enamines being hindered from attaining the most favorable conformation for p-? conjugation.