تفاعل #2186195
ord-f305d20863e0457e9526e40b8db01f2a
معادلة التفاعل
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
المتفاعلات
الكواشف
المذيبات
ظروف التفاعل
درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىto reach room temperature
- 2workup.STIRRINGAfter an additional two hours stirring
- 3أخرىthe reaction mixture is evaporated
- 4workup.ADDITIONtreated with 0.2 mL tetrabutylammonium fluoride (1M in THF)
- 5workup.STIRRINGAfter stirring for 30 minutes
- 6أخرىthe solution is evaporated
الإجراء التجريبي
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.