206768-78-7

Basic information

• Product Name: Benzenemethanamine, 4-methoxy-N-(phenylmethylene)-, (E)-
• CAS NO: 206768-78-7
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• Mol File: 206768-78-7.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, 4-methoxy-N-(phenylmethylene)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 4-methoxy-N-(phenylmethylene)-, (E)-(206768-78-7)
• EPA Substance Registry System: Benzenemethanamine, 4-methoxy-N-(phenylmethylene)-, (E)-(206768-78-7)

Safety Data

• Hazardous Substances Data: 206768-78-7(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 100-51-6 benzyl alcohol 
• 16118-22-2 benzylidenamine 
• 2393-23-9 4-methoxy-benzylamine 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 14429-02-8 benzyl-(4-methoxybenzyl)amine 
• 611-73-4 Benzoylformic acid 

Downstream Products

• 141550-13-2 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane 
• 1638645-66-5 3-((1E,2E)-2-(3-chlorophenyl)-1-((4-methoxybenzyl)imino)3-phenylallyl)oxazolidin-2-one 
• 1638645-93-8 3-(6,8-dimethoxy-2-(4-methoxybenzyl)-1-phenyl-1,2-dihydroisoquinolin-3-yl)oxazolidin-2-one 
• 1235889-63-0 (2R,5R)-dimethyl 1-(4-methoxybenzyl)-5-(4-methoxyphenyl)-2-phenylpyrrolidine-3,3-dicarboxylate 
• 1032080-60-6 C₁₉H₂₁NO 
• 252681-08-6 rac-3,3-difluoro-1-(4-methoxybenzyl)-4-phenylazetidin-2-one 
• 1037299-22-1 C₁₇H₁₅F₂NO₂ 
• 1037299-26-5 C₁₇H₁₅F₂NO₂ 

Relevant articles and documents

Nickel Complexes Bearing N,N,O-Tridentate Salicylaldiminato Ligand: Efficient Catalysts for Imines Formation via Dehydrogenative Coupling of Primary Alcohols with Amines

Treatment of salicylaldiminato ligand L1H-L2H (L1H = 2,4-di-tert-butyl-6-((quinolin-8-ylimino)methyl)phenol; L2H = 2,4-di-tert-butyl-6-(((2-(diethylamino)ethyl)imino)methyl)phenol) with Ni(OAc)2·4H2O in refluxing ethanol afforded nickel complexes [(L1)Ni(OAc)] (1) and [(L2)Ni(OAc)] (2), respectively. Reaction of L3H (L3H = (2,4-di-tert-butyl-6-(((2-(pyridin-2-yl)ethyl)imino)methyl)phenol)) with Ni(OAc)2·4H2O in the presence of excess triethylanmine gave the dual ligands coordinated nickel complex [(L2)2Ni] (3). Complexes 1-3 were well characterized by high-resolution mass spectrometry, infrared spectroscopy, elemental analysis, and X-ray diffraction analysis. All the three Ni(II) complexes exhibited efficient activity and good selectivity in the acceptorless dehydrogenative coupling of alcohols and amines to produce imines and diimines. The present protocol provides an atom-economical and sustainable route for the synthesis of various imine derivatives by employing an earth-abundant nickel salt and easily prepared salicylaldiminato ligands.

Nucleophilic Imines and Electrophilic o-Quinone Methides, a Three-Component Assembly of Assorted 3,4-Dihydro-2 H-1,3-benzoxazines

A one-pot method for joining three separate components leading to an assortment of N-substituted 3,4-dihydro-2H-1,3-benzoxazines is described. The method involves the addition of a Grignard reagent to an o-OBoc salicylaldehyde in the presence of an imine. With a variety of components, 15 examples are presented, including the diastereoselective incorporation of chiral imines.

Factors influencing the regioselectivity of the oxidation of asymmetric secondary amines with singlet oxygen

Aerobic amine oxidation is an attractive and elegant process for the α functionalization of amines. However, there are still several mechanistic uncertainties, particularly the factors governing the regioselectivity of the oxidation of asymmetric secondary amines and the oxidation rates of mixed primary amines. Herein, it is reported that singlet-oxygen-mediated oxidation of 1° and 2° amines is sensitive to the strength of the α-C-H bond and steric factors. Estimation of the relative bond dissociation energy by natural bond order analysis or by means of one-bond C-H coupling constants allowed the regioselectivity of secondary amine oxidations to be explained and predicted. In addition, the findings were utilized to synthesize highly regioselective substrates and perform selective amine cross-couplings to produce imines.