6115-06-6

Basic information

• Product Name: Benzenemethanamine, N-cyclohexylidene-a-methyl-
• CAS NO: 6115-06-6
• Molecular Formula: C14H19N
• Molecular Weight: 201.312
• Mol File: 6115-06-6.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-cyclohexylidene-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-cyclohexylidene-a-methyl-(6115-06-6)
• EPA Substance Registry System: Benzenemethanamine, N-cyclohexylidene-a-methyl-(6115-06-6)

Safety Data

• Hazardous Substances Data: 6115-06-6(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 618-36-0 rac-methylbenzylamine 

Downstream Products

• 6125-81-1 1-(1-phenyl-ethyl)-4,5,6,7-tetrahydro-1H-benzo[c]isothiazole-3-thione 
• 30857-86-4 3-methyl-3-phenyl-1,2-dioxa-4-aza-spiro[4.5]decane 
• 39248-95-8 S-(p-tolyl) p-methylbenzothioathe 
• 24422-69-3 (1-phenylethyl)(4-methylphenyl)sulfide 
• 17537-45-0 N-(p-methylbenzoyl)-α-methylbenzyl amine 
• 105314-81-6 S-cyclohexyl 4-methylbenzothioate 
• 136936-09-9 1-allyl-1-N-(α-phenylethyl)aminocyclohexane 
• 39672-08-7 N-[2-(1-Phenyl-ethylamino)-cyclohex-1-enecarbothioyl]-benzamide 
• 39672-10-1 4-Methyl-N-[2-(1-phenyl-ethylamino)-cyclohex-1-enecarbothioyl]-benzenesulfonamide 
• 76947-30-3 1-Phenyl-1-(N,N-diacetylamino-)-ethan 
• 76947-35-8 N-Cyclohex-1-enyl-N-(1-phenyl-ethyl)-acetamide 
• 98306-63-9 3-methylsulfanyl-1-(1-phenyl-ethyl)-4,5,6,7-tetrahydro-benzo[c]isothiazolium; iodide 
• 116692-81-0 N-(1-phenylethyl)cyclohexanamine 

Relevant articles and documents

Stereochemical analysis of N-cyclohexylidene-N-(1-phenylethyl)amine derivatives

The configurational properties of a series of cyclohexylidene imines are discussed on the basis of their 1H, 13C and 15N NMR spectral data. Copyright

Determination of the conformations and relative configurations of exocyclic amines

The conformations and relative configurations of 20 amines, classified according to the following labeling scheme, were analyzed. Series a comprised compounds derived from N-(1-phenylethyl)cyclohexanamine, b comprised derivatives of N-[1-(naphthalen-2-yl)ethyl]cyclohexanamine, c comprised derivatives of N-(diphenylmethyl)cyclohexanamine, and d comprised derivatives of N-(propan-2-yl)cyclohexanamine. The compounds were labeled as follows: 1 indicates cyclohexanamine, 2 indicates 2-methylcyclohexanamines, 3 indicates 3-methylcyclohexanamines, 4 indicates 4-methylcyclohexanamines, and 5 indicates 4-tert-butylcyclohexanamines. These compounds were prepared without the use of stereoselective induction and, therefore, all expected stereoisomers were observed. Structural assignments were established by 1H, 13C, and 15N NMR.

Efficient synthesis of γ-oxo- and γ-hydroxy-α-amino acids

The diastereoselective synthesis of anti-γ-oxo-α-aminocarboxylates by aminoalkylation of ketones with in situ generated ternary iminium salts from inexpensive starting materials is described. These compounds are easily transformed diastereoselectively into syn,anti- or anti,anti-γ-hydroxy-α- amino-carboxylates by the use of different reducing agents. The configuration of the products has been determined by NMR. The aminoalkylation of enamines and imines is also reported.

SYNTHESIS OF METHYL-SUBSTITUTED 1,2,4,5-TETRAHYDRO-3H-SPIRO

5-Methyl and 1,5-dimethyl-1,2,4,5-tetrahydro-3H-spiro and their cyclohexane and methylcyclohexane analogs were obtained by the intramolecular cyclization of the corresponding 1-allyl-1-N-benzyl(α-phenylethyl)aminocycloalkanes.The configuration of these products was established.

Cobalt carbonyl catalyzed reaction of mercaptans with Schiff bases and carbon monoxide

Thiophenols and p-methylbenzyl mercaptan react with Schiff bases and carbon monoxide in benzene, in the presence of cobalt carbonyl, to give amides as the pricipal products.These amides arise from cleavage of the carbon-nitrogen double bond of the reactant imine.The reaction is applicable to a variety of Schiff bases (i.e. aliphatic, benzylic, aromatic).Thioesters and olefins are usually obtained as reaction by-products.

Asymmetric Reductive Amination of Cycloalkanones, 2. Synthesis and Absolute Configuration of 2-Substituted Cyclohexanamines

Asymmetric synthesis of 2-substituted cyclohexanamines from racemic cyclohexanones by means of reductive amination in a three-step procedure is described.Condensation of the ketones 5 with the optically active auxiliary amines 6 leads to the imines 7, which are hydrogenated to the secondary amines 8 with Raney nickel.Hydrogenolysis with palladium-on-charcoal yields the primary amines 9.With Raney nickel as catalyst the synthesis of the amines 8 and 9 runs with high chemical yield under complete diastereomeric and high grade enantiomeric control, respectively.Enantiomeric excess is determined via the diastereomeric acylamines 10 by means of HPLC.Stereochemical analysis including the absolute configuration of 8 and 9 is performed with 1H, 13C NMR spectroscopy, via the CD of the salicylidenes 11 and the X-ray spectrum of the amine 9c. - Reaction mechanism is investigated via the partially deuterated amine 13 to come up as a kinetically controlled asymmetric hydrogenation combined with a thermodynamically controlled transformation.