Cesium carbonate → HCID 22026619, 화합물

HRID 1516035

반응식

HRID 1516035 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1.I[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.[Cu]>[C:13]1([N:1]2[CH:5]=[CH:4][N:3]=[C:2]2[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 11575IodobenzeneHCID 5893132-(1H-imidazol-2-yl)pyridine

생성물 1

HCID 22026619HCID 22026619, 화합물

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6228Dimethylformamide용매

실험 절차

2-(1H-imidazol-2-yl)pyridine (6.91 g), iodobenzene (11.47 g), Cs2CO3 (25 g), and copper powder (15 g) were combined in 60 mL anhydrous DMF in a 250 mL round bottom flask equipped with a magnetic stirrer and a reflux condenser. The mixture was degassed with N2 for 15 minutes at room temperature and then refluxed under N2 in an oil bath for 24 hours. The resulting mixture was cooled to room temperature and suction-filtered to remove the solid byproduct. The filtrate was extracted with EtOAc (3×100 mL). The combined organic layers were washed with H2O (2×100 mL), then with saturated NaCl (2×150 mL), and subsequently dried with anhydrous Na2SO4. Evaporation of the solvent gave crude 2-(1-phenyl-1H-imidazol-2-yl)pyridine. The crude product is generally pure enough to use in making redox mediators, although the crude product may be further purified using a silica gel column and eluting with MeOH/CHCl3.

후처리

  1. customequipped with a magnetic stirrer and a reflux condenser
  2. customThe mixture was degassed with N2 for 15 minutes at room temperature
  3. temperaturerefluxed under N2 in an oil bath for 24 hours
  4. filtrationsuction-filtered
  5. customto remove the solid byproduct
  6. extractionThe filtrate was extracted with EtOAc (3×100 mL)
  7. washThe combined organic layers were washed with H2O (2×100 mL)
  8. dry with materialwith saturated NaCl (2×150 mL), and subsequently dried with anhydrous Na2SO4
  9. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-9327134f974c41df85bd4ea55634b42f
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08226814B2

연결된 노트

불러오는 중…