Sodium Chloride → 3-Furyl 4-Methyl-5-oxazolyl Ketone

HRID 975036

반응식

HRID 975036 반응식
Br[C:2]1[CH:6]=[CH:5][O:4][CH:3]=1.C([Li])CCC.CON(C)[C:15]([C:17]1[O:21][CH:20]=[N:19][C:18]=1[CH3:22])=[O:16].[Cl-].[Na+]>C(OCC)C.C(O)C>[CH3:22][C:18]1[N:19]=[CH:20][O:21][C:17]=1[C:15]([C:2]1[CH:6]=[CH:5][O:4][CH:3]=1)=[O:16]

참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 891643-BromofuranHCID 18925369N-Methoxy-N,4-dimethyloxazole-5-carboxamideHCID 178418339Butyllithium

생성물 1

HCID 189363073-Furyl 4-Methyl-5-oxazolyl Ketone

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매2회

반응 조건

온도
-70 °C

실험 절차

3-Bromofuran (2.5 g) in dry diethylether was stirred and cooled to -70° C. under an atmosphere of dry nitrogen and n-butyllithium (2.5M solution in hexane, 6.8 ml) was added dropwise. After 30 minutes, N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide (2.89 g) in dry diethylether was added dropwise. After a further 30 minutes the mixture was allowed to warm to room temperature. Ethanol (5 ml) was added followed by saturated aqueous sodium chloride. The mixture was extracted with dichloromethane and the material thus obtained was purified by flash chromatography to give the title compound. M.p. 82°-83.5° C.

후처리

  1. waitAfter a further 30 minutes the mixture was allowed
  2. temperatureto warm to room temperature
  3. extractionThe mixture was extracted with dichloromethane
  4. customthe material thus obtained
  5. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-980b194ef9ec45299c81e378f17749bd
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607956

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