Nguyen, Thi-Huu published the artcileFirst General, Direct, and Regioselective Synthesis of Substituted Methoxybenzoic Acids by Ortho Metalation, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is methoxybenzoic acid regioselective preparation; regioselective ortho metalation methoxybenzoic acid.
New general methodol. of value in aromatic chem. based on ortho-metalation sites in o-, m-, and p-anisic acids is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid with s-BuLi/TMEDA in THF at -78 °C occurs exclusively in the position adjacent to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0 °C, the two directors of m-anisic acid function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed.
Journal of Organic Chemistry published new progress about Metalation, regioselective. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary