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

HRID 12467

反応式

HRID 12467 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a55c86c65da04b15a979060a6498a635
出典データセット
uspto-grants-2010_06
特許番号
US07728009B1

関連ノート

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