Directed hydroxylation of aromatics was written by Parker, Kathlyn A.;Koziski, Kathleen A.. And the article was included in Journal of Organic Chemistry in 1987.Name: N,N-Diethylsalicylamide This article mentions the following:
Regiospecific hydroxylation of an aromatic ring was accomplished by directed lithiation followed by oxygenation. Thus, EtCHMeLi was added to benzamide I (R = H) and Me2NCH2CH2NMe2 in THF. Then O was bubbled through the mixture to give 52% I (R = OH). In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Name: N,N-Diethylsalicylamide).
N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Name: N,N-Diethylsalicylamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics