Water → Ethyl 5-chloro-1,2-oxazole-3-carboxylate

HRID 58520

반응식

HRID 58520 반응식
C(N([CH2:6][CH3:7])CC)C.Cl[C:9](=[N:15][OH:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11].O.[Cl:18]CCl>ClC(Cl)=C>[Cl:18][C:6]1[O:16][N:15]=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 6816376Ethyl chloro(hydroximino)acetate

생성물 1

HCID 66831968Ethyl 5-chloro-1,2-oxazole-3-carboxylate수율 39%

시약·촉매·용매 1

HCID 6366Vinylidene chloride용매2회

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%).

후처리

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

출처 및 근거

ORD 기록
ord-32029e594183455090636c28c41dfcdc
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434722B2

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