Tetrabutylammonium Fluoride Trihydrate → 2-tert-Butyl-3-bromo-4-iodopyridine

HRID 921028노트

반응식

HRID 921028 반응식
[C:1]([C:5]1[C:10]([Br:11])=[C:9]([I:12])[CH:8]=[C:7]([Si](C)(C)C)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:1]([C:5]1[C:10]([Br:11])=[C:9]([I:12])[CH:8]=[CH:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 679956892-Tert-butyl-3-bromo-4-iodo-6-trimethylsilylpyridine

생성물 1

HCID 679953862-tert-Butyl-3-bromo-4-iodopyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 14.8 g (36 mmol) of 2-tert-butyl-3-bromo-4-iodo-6-trimethylsilylpyridine and 14.0 g (40 mmol) of tetrabutylammonium fluoride trihydrate in 150 ml of THF is heated under reflux for 5 min. After cooling and removal of the THF in vacuo, the residue is taken up in 200 ml of dichloromethane, the org. phase is washed five times with 100 ml of water each time and dried over sodium sulfate. After removal of the dichloromethane in vacuo, the residue is recrystallised from ethanol. Yield: 9.2 g (27 mmol), 75%. Purity: >95% according to 1H-NMR.

후처리

  1. temperatureunder reflux for 5 min
  2. temperatureAfter cooling
  3. customremoval of the THF in vacuo
  4. washphase is washed five times with 100 ml of water each time
  5. dry with materialdried over sodium sulfate
  6. customAfter removal of the dichloromethane in vacuo
  7. customthe residue is recrystallised from ethanol

출처 및 근거

ORD 기록
ord-6a0d4bae482a48cabc4b03e1b291913c
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273080B2

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