반응 #1857583

반응 방정식

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

용매

ethyl acetate

water

ethyl acetate

반응 조건

후처리

1. 1
   온도at reflux for 30 min
2. 2
   workup.STIRRINGAfter stirring at room temperature overnight
3. 3
   추출extracted with ethyl acetate
4. 4
   건조The organic extracts were dried over sodium sulphate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by chromatography

실험 절차

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).

출처