反応 #2186208

反応方程式

sodium bicarbonate

3-Benzothiazol-2-yl-7-[4-(3-hydroxy-propyl)-piperazin-1-yl]-chromen-2-one

Hünig base

tosyl chloride

→

Toluene-4-sulfonic acid 3-[4-(3-benzothiazol-2-yl-2-oxo-2H-chromen-7-yl)-piperazin-1-yl]-propyl ester

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONpoured onto ice
2. 2
   抽出extracted (dichloromethane, saline)
3. 3
   その他The organic phase is evaporated
4. 4
   その他the residue column chromatographed (silica gel, dichloromethane/EtOH 98:2)
5. 5
   その他to yield
6. 6
   その他after evaporation
7. 7
   乾燥drying under high vacuum 73 mg (78%) desired product as a light brownish powder

実験手順

70 mg (0.16 mmol) 3-Benzothiazol-2-yl-7-[4-(3-hydroxy-propyl)-piperazin-1-yl]-chromen-2-one are dissolved in 15 mL dichloromethane under argon. 0.083 mL Hünig base and 10 mg DMAP are added to the stirred solution, followed by 46 mg (1.5 eq.) tosyl chloride. The reaction mixture is stirred for 20 h at room temperature, poured onto ice, treated with 2 mL aqueous sodium bicarbonate solution and extracted (dichloromethane, saline). The organic phase is evaporated and the residue column chromatographed (silica gel, dichloromethane/EtOH 98:2) to yield after evaporation and drying under high vacuum 73 mg (78%) desired product as a light brownish powder.

出典