Реакция #497121

Уравнение реакции

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

Растворители

ethyl acetate

ethyl acetate

water

Условия реакции

Обработка

1. 1
   Экстракцияwas extracted with ethyl acetate
2. 2
   СушкаThe organic extracts were dried over sodium sulphate
3. 3
   Концентрированиеconcentrated under reduced pressure
4. 4
   ДругоеThe residue was purified by chromatography

Методика

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, ethyl acetate and water were added to the reaction mixture, which was 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)

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