Sodium Iodide → 3-bromo-4-(iodomethyl)-1-tert-pentyl-1H-pyrazole

HRID 537118노트

반응식

HRID 537118 반응식
[Br:1][C:2]1[C:6]([CH2:7]Cl)=[CH:5][N:4]([C:9]([CH2:12][CH3:13])([CH3:11])[CH3:10])[N:3]=1.[I-:14].[Na+]>CC(C)=O>[Br:1][C:2]1[C:6]([CH2:7][I:14])=[CH:5][N:4]([C:9]([CH2:12][CH3:13])([CH3:11])[CH3:10])[N:3]=1

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 674915603-bromo-4-(chloromethyl)-1-tert-pentyl-1H-pyrazole

생성물 1

HCID 674914913-bromo-4-(iodomethyl)-1-tert-pentyl-1H-pyrazole수율 85%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 3-bromo-4-(chloromethyl)-1-tert-pentyl-1H-pyrazole (725 mg, 2.73 mmol) in acetone (25 mL) was added sodium iodide (4.09 g, 27.3 mmol). The reaction was heated at reflux for 2 hours, then cooled to room temperature and stirred overnight. The solvent was removed in vacuo and the residue was partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium thiosulfate and brine. The organics were dried over sodium sulfate, filtered, and concentrated to yield the title compound (824 mg, 85%) as a brown oil. 1H NMR (400 MHz, CDCl3, δ): 7.47 (s, 1H), 4.26 (s, 2H), 1.83 (q, J=7.41 Hz, 2H), 1.50 (s, 6H), 0.67 (t, J=7.51 Hz, 3H).

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 2 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue was partitioned between ethyl acetate and water
  5. washThe organic layer was washed with saturated aqueous sodium thiosulfate and brine
  6. dry with materialThe organics were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-47426a467db6470786fe32069c7d1489
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859773B2

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