4-Vinylpyridine → 4-[2-(4-Nitro-phenyl)-vinyl]-pyridine

HRID 1880625

반응식

HRID 1880625 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH:11]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)=[CH2:12]>CC#N>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([CH:12]=[CH:11][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

참가 물질

4

반응물 2

HCID 75024-VinylpyridineHCID 124951-Iodo-4-nitrobenzene

생성물 1

HCID 3071364-[2-(4-Nitro-phenyl)-vinyl]-pyridine수율 37%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

To a CH3CN solution of 1-iodo-4-nitrobenzene (498 mg, 2 mmol) and 4-vinylpyridine (262 mg, 2.5 mmol) was added TEA (350 μL, 2.5 mmol) and Pd(OAc), (0.45 mg, 0.2 mmol). The mixture was heated to 100° C. for 48 hr in a capped Pyrex tube. It was then cooled to room temperature, quenched with 1N HCl (20 mL) and concentrated under reduced pressure. The mixture was filtered and the solid was taken up in EtOAc (30 mL) and washed with 1N NaOH (30 mL). The organic layer was concentrated, dried over Na2SO4 and concentrated to give 4-[2-(4-nitro-phenyl)-vinyl]-pyridine as yellow solid (160 mg, 37%).

후처리

  1. temperatureIt was then cooled to room temperature
  2. customquenched with 1N HCl (20 mL)
  3. concentrationconcentrated under reduced pressure
  4. filtrationThe mixture was filtered
  5. washwashed with 1N NaOH (30 mL)
  6. concentrationThe organic layer was concentrated
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4c9c3ebdc31149c9bdc5f419ad298ff6
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318773B2

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