ChemicalBook CAS DataBase List N-(Benzhydrylidene)benzhydrylamine

N-(Benzhydrylidene)benzhydrylamine synthesis

12synthesis methods

Product Name:N-(Benzhydrylidene)benzhydrylamine
CAS Number:5350-59-4
Molecular formula:C26H21N
Molecular Weight:347.45

119-61-9 Synthesis

119-61-9
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Yield:5350-59-4 97%

Reaction Conditions:

with [pentamethylcyclopentadienyl*Ir(N-phenyl-2-pyridinecarboxamidate)Cl];ammonium formate in methanol at 37; for 24 h;chemoselective reaction;

Steps:

General Procedure for Reductive Amination of Carbonyls – Isolated Product
General procedure: A carbonyl compound (0.5 mmol) and Ir1 (1 molpercent) were added to a 1.5-dram vial equippedwith a magnetic stir bar in methanol (2.5 mL). Solid HCOONH4 (5 mmol, 10 equiv.) was addedinto the vial and the solution was stirred at 37 °C for 15 h. The solvent was evaporated underreduced pressure and then aqueous HCl was added dropwise until a pH of 1-2 was obtained. Thesolution was washed with Et2O (3×5 mL), and the aqueous layer was collected. The aqueoussolution was adjusted to pH 10-12 using KOH. The product was extracted into DCM (3×5 mL)and the combined organic phase was dried over Na2SO4, filtered, and evaporated under reducedpressure to give the isolated product.

References:

Nguyen, Dat P.;Sladek, Rudolph N.;Do, Loi H. [Tetrahedron Letters,2020,vol. 61,# 32,art. no. 152196] Location in patent:supporting information

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