反应 #88319

反应方程式

(S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine

N-methyl imidazole

3-Benzoylpropionic acid

thionyl chloride

→

desired product

(S)—N-[1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethyl]-4-oxo-4-phenylbutanamide

溶剂

CH2Cl2

CH2Cl2

反应条件

后处理

1. 1
   workup.ADDITIONis added dropwise
2. 2
   浓缩concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe resulting residue is dissolved in EtOAc
4. 4
   洗涤washed with 1N HCl and brine
5. 5
   干燥The solution is dried over Na2SO4
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他the crude material purified over silica

实验过程

3-Benzoylpropionic acid (0.250 g) is dissolved in CH2Cl2 (5 mL), N-methyl imidazole (0.333 mL) is added and the resulting solution is cooled to 0° C. after which a solution of thionyl chloride (0.320 g) in CH2Cl2 (2 mL) is added dropwise. After 0.5 hours (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine, 3, (0.388 g) is added. The reaction is stirred for 18 hours at room temperature and then concentrated in vacuo. The resulting residue is dissolved in EtOAc and washed with 1N HCl and brine. The solution is dried over Na2SO4, filtered, and concentrated and the crude material purified over silica to afford 0.415 g of the desired product.

来源