Friedlander synthesis of substituted quinolines from N-pivaloylanilines was written by Ubeda, J. Ignacio;Villacampa, Mercedes;Avendano, Carmen. And the article was included in Synthesis in 1998.Product Details of 56619-93-3 This article mentions the following:
Quinolines were synthesized by lithiation of N-pivaloylanilines with sec-BuLi, formylation with DMF, and subsequent condensation with active methylene groups of aldehydes or ketones (KHMDS). The pivaloyloxy group is eliminated during the 1-pot procedure in most cases. The scope of the reaction was studied, showing that the method is limited by the nature of intermediate compounds In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Product Details of 56619-93-3).
N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Product Details of 56619-93-3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem