反応 #2186195

反応方程式

3-benzothiazol-2-yl-7-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-chromen-2-one

diisopropylethylamine

tosyl chloride

→

desired product

Benzothiazol-2-yl-acetic acid methyl ester

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他to reach room temperature
2. 2
   workup.STIRRINGAfter an additional two hours stirring
3. 3
   その他the reaction mixture is evaporated
4. 4
   workup.ADDITIONtreated with 0.2 mL tetrabutylammonium fluoride (1M in THF)
5. 5
   workup.STIRRINGAfter stirring for 30 minutes
6. 6
   その他the solution is evaporated

実験手順

10 mg (0.025 mmol) 3-benzothiazol-2-yl-7-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-chromen-2-one are dissolved in 3 mL dichloromethane with 2.5 mg (0.8 eq.) 4-dimethylaminopyridine and 0.013 mL (3 eq.) diisopropylethylamine, and cooled to 0° C. 5.7 mg (1.2 eq.) tosyl chloride are added and the reaction mixture stirred for one hour before being allowed to reach room temperature. After an additional two hours stirring, the reaction mixture is evaporated, the residue taken up in tetrahydrofurane and treated with 0.2 mL tetrabutylammonium fluoride (1M in THF). After stirring for 30 minutes, the solution is evaporated and the desired product obtained as a yellow powder.

出典