35718-03-7

Usage

Uses

Used in Organic Synthesis:
N-Benzyl-2-norbornanamine is used as a building block in organic synthesis for the preparation of a variety of pharmaceuticals, agrochemicals, and materials. Its unique structure allows for the creation of complex organic molecules that can have specific applications in different industries.
Used in Coordination Chemistry:
In coordination chemistry, N-Benzyl-2-norbornanamine is used as a ligand. Its ability to form stable complexes with metal ions is valuable for the development of new catalysts and materials with tailored properties.
Used in Pharmaceutical Industry:
N-Benzyl-2-norbornanamine is used as a precursor for the synthesis of heterocycles, which are important structural motifs in many biologically active compounds. Its potential pharmacological activity positions it as a promising lead compound for drug discovery and development.
Used in Material Science:
N-Benzyl-2-norbornanamine's role in material science is highlighted by its contribution to the synthesis of new materials with specific properties, such as improved stability or reactivity, which can be crucial for various applications, including in the chemical and pharmaceutical industries.

InChI:InChI=1/C14H19N/c1-2-4-11(5-3-1)10-15-14-9-12-6-7-13(14)8-12/h1-5,12-15H,6-10H2

Upstream product

• 31002-73-0 endo-2-aminonorbornane 
• 100-52-7 benzaldehyde 
• 497-38-1 Norbornan-2-on 
• 100-46-9 benzylamine 

Downstream Products

• 822-98-0 Norbornylamine 

Relevant academic research and scientific papers

Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures

Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.

Reductive amination of aldehydes and ketones by using sodium triacetoxyborohydride

Sodium triacetoxyborohydride is a reagent of choice in the reductive amination of aldehydes and saturated aliphatic ketones with primary and secondary amines.