Ethanol → 5-Ethenyl-2,1,3-benzoxadiazole

HRID 1187090노트

반응식

HRID 1187090 반응식
Br[C:2]1[CH:10]=[CH:9][C:5]2=[N:6][O:7][N:8]=[C:4]2[CH:3]=1.[CH2:11](O)[CH3:12]>>[CH:11]([C:2]1[CH:10]=[CH:9][C:5]2=[N:6][O:7][N:8]=[C:4]2[CH:3]=1)=[CH2:12]

참가 물질

3

반응물 2

HCID 702EthanolHCID 27762985-Bromo-2,1,3-benzoxadiazole

생성물 1

HCID 595687205-Ethenyl-2,1,3-benzoxadiazole

실험 절차

5-Bromo-2,1,3-benzoxadiazole (5.5 g, 27.6 mmol)), potassium vinylfluoroborate (7.40 g, 55.3 mmol), and PdCl2(dppf)-CH2Cl2Adduct (1.088 g, 1.332 mmol) were suspended in ethanol (75 ml) then added TEA (7.70 ml, 55.3 mmol). The reaction mixture was then degassed and heated to reflux for 3 hrs. The reaction was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified through a 330 g ISCO Redi-Sep silica gel plug and eluted with 20% ETOAc/hexane to yield 5-ethenyl-2,1,3-benzoxadiazole.

후처리

  1. customThe reaction mixture was then degassed
  2. temperatureheated
  3. temperatureto reflux for 3 hrs
  4. additionThe reaction was diluted with ethyl acetate
  5. washwashed with brine
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. customevaporated to dryness
  9. customThe residue was purified through a 330 g ISCO Redi-Sep silica gel plug
  10. washeluted with 20% ETOAc/hexane

출처 및 근거

ORD 기록
ord-1579130802e849669d04a603112b0243
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673920B2

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