56644-00-9

Basic information

• Product Name: Cyclohexanamine, N-[(4-methoxyphenyl)methylene]-
• CAS NO: 56644-00-9
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• Mol File: 56644-00-9.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Cyclohexanamine, N-[(4-methoxyphenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanamine, N-[(4-methoxyphenyl)methylene]-(56644-00-9)
• EPA Substance Registry System: Cyclohexanamine, N-[(4-methoxyphenyl)methylene]-(56644-00-9)

Safety Data

• Hazardous Substances Data: 56644-00-9(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 63674-11-3 N-[(4-methoxyphenyl)methyl]cyclohexanamine 
• 33739-91-2 N-cyclohexyl-4-methoxybenzamide 
• 2393-23-9 4-methoxy-benzylamine 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 176696-41-6 2-Cyclohexyl-3-(4-methoxy-phenyl)-[1,2]thiazetidine 1,1-dioxide 
• 108-91-8 cyclohexylamine 
• 3526-43-0 N-(4-methoxybenzyl)aniline 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 1624-46-0 (E)-1,N-bis(4-methoxyphenyl)methanimine 
• 14429-14-2 N-(4-methoxybenzyl)-4-methoxyaniline 

Relevant articles and documents

Vanadium-and chromium-catalyzed dehydrogenative synthesis of imines from alcohols and amines

Vanadium(IV) tetraphenylporphyrin dichloride and chromium(III) tetraphenylporphyrin chloride have been developed as catalysts for the acceptorless dehydrogenation of alcohols. The catalysts have been applied to the direct synthesis of imines in overall good yields from a variety of alcohols and amines. The transformations are proposed to proceed by metal?ligand bifunctional pathways with an outer-sphere transfer of two hydrogen atoms from the alcohol to the metal porphyrin complexes. The results show that vanadium and chromium catalysts can also be employed for the dehydrogenation of alcohols with the release of hydrogen gas, and they may represent valuable alternatives to other catalysts based on Earth-abundant metals.

A BEt3-Base catalyst for amide reduction with silane

Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt3 and base. The scope of these BEt3-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers' silane Si-H···B activation mode wherein the hydride abstraction by BEt3 is promoted by the coordination of an alkoxide or hydroxide anion to the Si center.

Manganese(III) Porphyrin-Catalyzed Dehydrogenation of Alcohols to form Imines, Tertiary Amines and Quinolines

Manganese(III) porphyrin chloride complexes have been developed for the first time as catalysts for the acceptorless dehydrogenative coupling of alcohols and amines. The reaction has been applied to the direct synthesis of imines, tertiary amines and quinolines where only hydrogen gas and/or water are formed as the by-product(s). The mechanism is believed to involve the formation of a manganese(III) alkoxide complex which degrades into the aldehyde and a manganese(III) hydride species. The latter reacts with the alcohol to form hydrogen gas and thereby regenerates the alkoxide complex.