反応 #11588

反応方程式

3-[(4-hydroxy-phenylamino)-methylene]-1,3-dihydro-indol-2-one

potassium carbonate

1-bromo-4-chlorobutane

→

compound

収率 47.0%

3-{[4-(4-Chloro-butoxy)-phenylamino]-methylene}-1,3-dihydro-indol-2-one

収率 47.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他The reaction mixture is partitioned between EtOAc and water
2. 2
   その他The organic layer is collected
3. 3
   洗浄washed sequentially with H2O (1×), saturated aqueous NaHCO3 solution (1×), and brine (1×)
4. 4
   その他The organic phase is dried
5. 5
   濃縮concentrated
6. 6
   その他to give a solid
7. 7
   その他The solid is triturated with MeOH
8. 8
   ろ過collected by filtration

実験手順

A solution of 3-[(4-hydroxy-phenylamino)-methylene]-1,3-dihydro-indol-2-one (0.945 g, 3.75 mmol) in 20 mL DMF is treated with potassium carbonate (777 mg, 1.5 equiv.) and 1-bromo-4-chlorobutane (1.1 equiv.). The reaction mixture is heated to 40° C. for 3 h. The reaction mixture is partitioned between EtOAc and water. The organic layer is collected and washed sequentially with H2O (1×), saturated aqueous NaHCO3 solution (1×), and brine (1×). The organic phase is dried and concentrated to give a solid. The solid is triturated with MeOH and collected by filtration to give the named compound as yellow solid (600 mg, 47%).

出典