1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → 1-ethyl-4-fluoro-2-naphthalen-1-yl-1H-imidazole

HRID 12467

반응식

HRID 12467 반응식
[CH2:1]([N:3]1[C:7]([Si](C)(C)C)=[C:6]([F:12])[N:5]=[C:4]1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:2].O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:1]([N:3]1[CH:7]=[C:6]([F:12])[N:5]=[C:4]1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:2]

참가 물질

4

반응물 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 686294501-ethyl-4-fluoro-2-naphthalen-1-yl-5-trimethylsilanyl-1H-imidazole

생성물 1

HCID 593377711-ethyl-4-fluoro-2-naphthalen-1-yl-1H-imidazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Crude 1-ethyl-4-fluoro-2-naphthalen-1-yl-5-trimethylsilanyl-1H-imidazole (5.49 g) is dissolved in THF (75 ml), and to the solution is added tetrabutylammonium fluoride hydrate (5.4 g, 20.6 mmol, 1.2 eq.). The resulting mixture is stirred at rt for 4 hr. The organic solvent is evaporated under reduced pressure, and the residue is dissolved in EtOAc (150 ml), washed with water and brine, and dried over Na2SO4. Concentration and purification through silica gel chromatography (hexanes/EtOAc, from 8:1 to 4:1) affords 1-ethyl-4-fluoro-2-naphthalen-1-yl-1H-imidazole. LCMS 241 (M+1).

후처리

  1. customThe organic solvent is evaporated under reduced pressure
  2. dissolutionthe residue is dissolved in EtOAc (150 ml)
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationConcentration and purification through silica gel chromatography (hexanes/EtOAc, from 8:1 to 4:1)

출처 및 근거

ORD 기록
ord-a55c86c65da04b15a979060a6498a635
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728009B1

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