Selective Reduction of Secondary Amides to Imines Catalysed by Schwartz’s Reagent was written by Donnelly, Liam J.;Berthet, Jean-Claude;Cantat, Thibault. And the article was included in Angewandte Chemie, International Edition in 2022.Quality Control of 2-Methoxyethylamine The following contents are mentioned in the article:
The partial reduction of amides was a challenging transformation that must overcome the intrinsic stability of the amide bond and exhibit high chemoselective control to avoid overredn. to amine products. To address this challenge,a zirconium-catalyzed imines by the reductive deoxygenation of secondary amides were synthesized. This reaction exploits the excellent chemoselectivity of Schwartz’s reagent (Cp2Zr(H)Cl) and utilizes (EtO)3SiH as a mild stoichiometric reductant to enable catalyst turnover. The reaction generally proceeds with high yields (19 examples, 51 to 95% yield) and tolerates a variety of functional groups (alkene, ester, nitro, etc.). Stoichiometric mechanistic investigations suggest the regeneration of the active [Zr]-H catalyst was achieved through the metathesis of Si-H and Zr-OR σ-bonds. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Quality Control of 2-Methoxyethylamine).
2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Quality Control of 2-Methoxyethylamine
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem