(Trimethylsilyl)imidazole → [1-(3-Bromo-phenyl)-1-ethyl-propoxy]-trimethyl-silane

HRID 546829ノート

反応式

HRID 546829 の反応式
[CH3:1][Si:2]([CH3:9])([CH3:8])N1C=CN=C1.[Br:10][C:11]1[CH:12]=[C:13]([C:17]([OH:22])([CH2:20][CH3:21])[CH2:18][CH3:19])[CH:14]=[CH:15][CH:16]=1>O1CCCC1>[Br:10][C:11]1[CH:12]=[C:13]([C:17]([CH2:18][CH3:19])([O:22][Si:2]([CH3:1])([CH3:8])[CH3:9])[CH2:20][CH3:21])[CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 2

HCID 28925(Trimethylsilyl)imidazoleHCID 574434823-(3-Bromophenyl)pentan-3-ol

生成物 1

HCID 57709150[1-(3-Bromo-phenyl)-1-ethyl-propoxy]-trimethyl-silane収率 59%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-trimethylsilylimidazole (8.2 mL, 55.81 mol) was added to a solution of the crude 3-(3-bromo-phenyl)-pentan-3-ol in tetrahydrofuran (100 mL) in a nitrogen atmosphere at room temperature, and the mixture was stirred overnight. The reaction mixture was poured into distilled water, followed by extraction with dichloromethane. The extract was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel chromatography (n-hexane:ethyl acetate=40:1) to give the title compound as a colorless oil (8.7 g, 59% in two steps).

後処理

  1. additionThe reaction mixture was poured
  2. distillationinto distilled water
  3. extractionfollowed by extraction with dichloromethane
  4. washThe extract was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-544cf9b858404d80848f9f6f4473e1c7
出典データセット
uspto-grants-2011_05
特許番号
US07935688B2

反応ノート

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