反应 #1857583

反应方程式

3-chloro-2-vinylphenol

potassium hydrogencarbonate

tert-butyl 4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

N-chlorosuccinimide

→

tert-Butyl 4-{4-[5-(2-chloro-6-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

溶剂

ethyl acetate

water

ethyl acetate

反应条件

后处理

1. 1
   温度at reflux for 30 min
2. 2
   workup.STIRRINGAfter stirring at room temperature overnight
3. 3
   萃取extracted with ethyl acetate
4. 4
   干燥The organic extracts were dried over sodium sulphate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The residue was purified by chromatography

实验过程

To a solution of tert-butyl 4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (400 mg) in ethyl acetate (10 ml) was added N-chlorosuccinimide (206 mg). The reaction mixture is stirred at reflux for 30 min. To the reaction mixture were added 3-chloro-2-vinylphenol (397 mg) and potassium hydrogencarbonate (257 mg) at room temperature, and then one drop of water. After stirring at room temperature overnight, the reaction mixture was admixed with ethyl acetate and water and extracted with ethyl acetate. The organic extracts were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by chromatography. This gave tert-butyl 4-{4-[5-(2-chloro-6-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (345 mg).

来源