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
PROCEDURE
实验过程
To a solution of 4,6-dichloro-5-(4-hydroxy-3-isopropyl-phenoxy)-1-methyl-1H-indole-2-carboxylic acid methyl ester (32 mg, 0.078 mmol) in 50% aqueous MeOH (4 mL) was added potassium hydroxide (3N, 154 μL). The resulting solution was stirred for 19 hours at room temperature, diluted with potassium hydroxide (0.1N, 16 mL) and the solution was washed with EtOAc (3 times 10 mL). The aqueous solution was acidified with concentrated hydrochloric acid and then extracted with ethyl acetate (3 times 15 mL). The combined organic extracts were washed with brine, dried (Na2SO4), filtered, and concentrated to afford the title compound (23 mg). 1H NMR (400 MHz, CD3OD) δ7.64 (s, 1H), 7.24 (s, 1H), 6.63 (d, 1H), 6.57 (d, 1H), 6.29-6.26 (dd, 1H), 4.03 (s, 3H), 3.22-3.15 (m, 1H), 1.11 (d, 6H). MS (APCI−) Calc: 393.0, Found: 392.2 (M−1).
WORKUP
后处理
- washthe solution was washed with EtOAc (3 times 10 mL)
- extractionextracted with ethyl acetate (3 times 15 mL)
- washThe combined organic extracts were washed with brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated