반응 #86798

ord-32029e594183455090636c28c41dfcdc

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출The aqueous were extracted with dichloromethane
  2. 2
    기타the organic layers rejoined were dried
  3. 3
    농축concentrated under reduced pressure
  4. 4
    기타the crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane)

실험 절차

A mixture of triethylamine (13.12 mL; 90.73 mmol) in 1,1-dichloroethene (75 mL) was added to ethyl 2-chloro-2-(hydroxyimino)acetate (5.5 g; 36.29 mmol) in 1,1-dichloroethene (50 mL) over a period of 2 h the reaction mixture was stirred at room temperature for 20 min and portioned between water (75 mL) and dichloromethane (75 mL). The aqueous were extracted with dichloromethane, the organic layers rejoined were dried, concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford ethyl 5-chloroisoxazole-3-carboxylate 2.5 g (39%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09434722B2uspto-grants-2016_09