(Trifluoromethyl)trimethylsilane → HCID 67545637、化合物

HRID 2096797ノート

反応式

HRID 2096797 の反応式
O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:22][C:23]([Si](C)(C)C)([F:25])[F:24].[Br:30][C:31]1[CH:36]=[CH:35][C:34]([CH:37]([CH3:52])[C:38]([C:40]2[CH:51]=[CH:50][C:43]3[N:44]([CH3:49])[C:45](=[O:48])[N:46]([CH3:47])[C:42]=3[CH:41]=2)=[O:39])=[C:33]([Cl:53])[CH:32]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.O.CO>[Br:30][C:31]1[CH:36]=[CH:35][C:34]([CH:37]([CH3:52])[C:38]([C:40]2[CH:51]=[CH:50][C:43]3[N:44]([CH3:49])[C:45](=[O:48])[N:46]([CH3:47])[C:42]=3[CH:41]=2)([OH:39])[C:23]([F:25])([F:24])[F:22])=[C:33]([Cl:53])[CH:32]=1

参加物

8

反応物 4

HCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium FluorideHCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 66697339HCID 66697339、化合物

生成物 1

HCID 67545637HCID 67545637、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒3 回

実験手順

Tetrabutylammonium fluoride trihydrate (31 mg) was added to a solution of (trifluoromethyl)trimethylsilane (1 ml of a 2M solution in THF) and 5-[2-(4-bromo-2-chloro-phenyl)-propionyl]-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (410 mg) in THF (20 ml) at room temperature. The mixture was stirred for 30 min at room temperature. MeOH (1 ml) and 1M tetrabutylammonium fluoride in THF (1 ml) were added and the mixture was stirred 1 h at room temperature. Water (50 ml) was added and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 100% EtOAc/heptane) to give the title compound (400 mg) as a colorless oil. MS (m/e)=479.0 [M+H+].

後処理

  1. stirringthe mixture was stirred 1 h at room temperature
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated to an oil
  5. customThe residue was purified by flash chromatography (SiO2, 0 to 100% EtOAc/heptane)

出典と根拠

ORDレコード
ord-8aaf55a1a70343da9b9549281f925000
出典データセット
uspto-grants-2013_05
特許番号
US08450313B2

反応ノート

読み込み中…