Methanol → Methyl 3-hydroxy-6-methoxyquinoline-4-carboxylate
반응식
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:8]=[N:9][C:10]2[C:15]([C:16]=1[C:17]([OH:19])=[O:18])=[CH:14][C:13]([O:20][CH3:21])=[CH:12][CH:11]=2.[CH3:22]O>>[CH3:22][O:18][C:17]([C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:20][CH3:21])[CH:14]=2)[N:9]=[CH:8][C:7]=1[OH:6])=[O:19]참가 물질
4
반응 조건
- 온도
- 65 °C
실험 절차
Concentrated sulfuric acid (36N, 50 mL) is added dropwise at room temperature to a stirred suspension of 3-hydroxy-6-methoxyquinoline-4-carboxylic acid (14.5 g, 66.15 mmol, 1.0 eq) in methanol (250 mL) and the resulting mixture is heated at 65° C. for 36 hours. Solvent is then evaporated and the residue is quenched with the dropwise addition at 0° C. of saturated sodium hydrogen carbonate aqueous solution. The resulting precipitate is collected by filtration and dried under vacuum to afford 3-hydroxy-6-methoxyquinoline-4-carboxylic acid methyl ester as an off-white powder (15.0 g, 97% yield).