تفاعل #91519

معادلة التفاعل

(1-(phenylsulfonyl)-2-(1-(phenylsulfonyl)-1H-indol-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone

sodium hydroxide

→

(2-(1H-indol-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone

المردود 60.0%

المذيبات

ethanol

water

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder refluxing condition in darkness
2. 2
   استخلاصextracted by ethyl acetate (200 mL)
3. 3
   تجفيفThe organic layer was dried over magnesium sulfate
4. 4
   تركيزconcentrated
5. 5
   أخرىThe residue was purified by flash column chromatography (hexane:ethyl acetate 1:1)
6. 6
   أخرىto give a yellow solid

الإجراء التجريبي

To a solution of (1-(phenylsulfonyl)-2-(1-(phenylsulfonyl)-1H-indol-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone (17yaa) (1 mmol) in ethanol (40 mL) and water (4 mL) was added sodium hydroxide (10 equiv, 10 mmol) and stirred overnight under refluxing condition in darkness. The reaction mixture was diluted by 50 mL of water and extracted by ethyl acetate (200 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by flash column chromatography (hexane:ethyl acetate 1:1) to give a yellow solid. Yield: 60%. 1H NMR (500 MHz, CD3OD) δ 8.31 (d, J=6.5 Hz, 1H), 7.99 (s, 1H), 7.90 (s, 1H), 7.48-7.52 (m, 3H), 7.24-7.28 (m, 2H), 4.00 (s, 6H), 3.93 (s, 3H). MS (ESI) calcd for C21H19N3O4 377.1. found 400.1 [M+Na]+. Mp 208-210° C.

المصدر