Tetrabutylammonium Fluoride → 3-Cyclopropylphenol

HRID 2363108ノート

反応式

HRID 2363108 の反応式
C([Si]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]2[CH2:17][CH2:16]2)[CH:10]=1)(C)C)(C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.CCOC(C)=O.O>[CH:15]1([C:11]2[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=2)[CH2:17][CH2:16]1

参加物

6

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 58319284HCID 58319284、化合物

生成物 1

HCID 201000043-Cyclopropylphenol収率 95%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of tert-butyl-(3-cyclopropyl-phenoxy)-dimethyl-silane (390 mg, 1.57 mmol) in THF (5 mL) was added a solution of 1M-TBAF (in THF, 2 mL, 1.3 mmol), and the mixture was stirred for 30 min at room temperature. The residue was diluted with EtOAc and water. The organic layer was washed with saturated ammonium chloride, water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography to give 3-cyclopropyl-phenol (200 mg, 95%).

後処理

  1. washThe organic layer was washed with saturated ammonium chloride, water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude residue was purified by column chromatography

出典と根拠

ORDレコード
ord-826d3935ac5445a1b471234981e6afa6
出典データセット
uspto-grants-2014_04
特許番号
US08691855B2

反応ノート

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