反应 #1857567
ord-20649e04a4304a5aa882a67bdf9a0197
反应方程式
N-chlorosuccinimide
tert-butyl 4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate
2-vinylphenol
potassium hydrogencarbonate
→
tert-Butyl 4-{4-[5-(2-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate
反应物
试剂
反应条件
温度
60°CELSIUS
详细条件
See reaction.notes.procedure_details.
后处理
- 1萃取extracted with ethyl acetate
- 2干燥The organic extracts were dried over sodium sulphate
- 3浓缩concentrated under reduced pressure
- 4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 (3.46 g) and 2-vinylphenol (1.60 g) in ethyl acetate (50 ml) were added, at room temperature, potassium hydrogencarbonate (5.55 g) and N-chlorosuccinimide (1.78 g), and then one drop of water. After stirring at 60° C. 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-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (1.70 g).