Synthesis of 2-methoxy-5-chlorobenzoic acid and its ethyl ester was written by Przytycka, Roza;Malinowski, Stanislaw;Wirecka, Elzbieta. And the article was included in Roczniki Chemii in 1954.Reference of 3438-16-2 This article mentions the following:
Reduction of 2,4-O2N(Cl)C6H3OMe with Fe and HCl gave 71% 2,4-H2N(Cl)C6H3OMe, which treated with NaNO2 and HCl, and then with Cu2(CN)2 gave 82% 2,5-MeO(Cl)C6H3CN (I), m. 99-100掳 (from alc.). Heating I in a water-alc. solution of NaOH gave 51% 2,5-MeO(Cl)C6H3CO2H, m. 77-9掳 (from alc.), which heated in an excess of EtOH in the presence of H2SO4 gave 58.8% 2,5-MeO(Cl)C6H3CO2Et, m. 98-100掳 (from EtOAc). In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Reference of 3438-16-2).
5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Reference of 3438-16-2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics