Process for the preparation of methyl 5-bromo-6-methoxy-1-...

Details Process for the preparation of methyl 5-bromo-6-methoxy-1-... Process for the preparation of methyl 5-bromo-6-methoxy-1-...

C - Chemistry, Metallurgy

07

C

C07C 69/94 (2006.01) C07C 67/307 (2006.01)

Patent

CA 2124767

ABSTRACT A process for the preparation of methyl 5-bromo-6- methoxy-1-naphthoate by brominating methyl 6-methoxy-1-naphthoate with bromine is disclosed. In the process, between 0.5 and 0.6 mol of bromine (Br2) are employed per mole of methyl 6-methoxy-1- naphthoate and the bromination is carried out in the presence of an oxidant which is capable of oxidizing hydrogen bromide to give bromine, such as manganese dioxide, cerium (IV) salts, alkali metal bromates or peroxy compounds. The reaction is preferably carried out in a solvent which is miscible with water, such as lower aliphatic carboxylic acids or lower aliphatic alcohols. The process according to the invention is characterized by a high yield and purity of the product. It also presents considerable environmental advantages in that it reduces pollution of the waste water with hydrogen bromide and avoids the use of chlorinated hydrocarbons as solvents.

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