HRID1422888
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 0 °C
PROCEDURE
实验过程
A solution of 3-hydroxy-6-methoxyquinoline-4-carboxylic acid methyl ester (5 g, 21.44 mmol, 1.0 eq) in tetrahydrofuran (40 mL) is added at 0° C. to a stirred solution of lithium aluminium hydride (1.63 g, 42.88 mmol, 2.0 eq) in tetrahydrofuran (200 mL). After 1 hour stirring at 0° C., the reaction mixture is cautiously quenched with ice-water (5 mL). After 30 minutes stirring at room temperature, the pH is adjusted to 6 by the addition of a 1N hydrochloric acid aqueous solution, the resulting mixture is filtered and the filtrate is concentrated to afford 4-hydroxymethyl-6-methoxy-quinoline-3-ol as a yellow solid (4 g, 90% yield).
WORKUP
后处理
- customthe reaction mixture is cautiously quenched with ice-water (5 mL)
- stirringAfter 30 minutes stirring at room temperature
- additionthe pH is adjusted to 6 by the addition of a 1N hydrochloric acid aqueous solution
- filtrationthe resulting mixture is filtered
- concentrationthe filtrate is concentrated