反応 #42455

反応方程式

methyl 4-iodo-1H-indole-6-carboxylate

potassium hydroxide

1-iodobutane

→

title compound

Methyl 1-butyl-4-iodo-1H-indole-6-carboxylate

溶媒

DMF

反応条件

後処理

1. 1
   温度The mixture was cooled to room temperature
2. 2
   その他partitioned between water and ethyl acetate
3. 3
   その他The layers were separated
4. 4
   洗浄the organic layer washed twice with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

To a mixture of methyl 4-iodo-1H-indole-6-carboxylate (1.0 g) in DMF (10 mL) was added potassium hydroxide (0.392 g) and 1-iodobutane (0.8 mL). The mixture was heated to 80° C. for 18 h. The mixture was cooled to room temperature and partitioned between water and ethyl acetate. The layers were separated and the organic layer washed twice with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (100 mL) using 20% ethyl acetate in hexanes as eluent to give 0.73 g of the title compound: 1H NMR (CDCl3) δ 0.940, 1.32, 1.81, 3.95, 4.15, 6.45, 7.31, 8.09, 8.18.

出典