Tetrabutylammonium Fluoride → beta-Methylenephenethyl alcohol

HRID 77326

反応式

HRID 77326 の反応式
C([Si](C)(C)[O:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[CH2:9])(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[C:10]1([C:8](=[CH2:9])[CH2:7][OH:6])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 67155247tert-Butyl-dimethyl-(2-phenyl-allyloxy)-silane

生成物 1

HCID 80106beta-Methylenephenethyl alcohol収率 99.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a well stirred solution of tert-butyl-dimethyl-(2-phenyl-allyloxy)-silane (1.3 g, 5.23 mmol) in tetrahydrofuran (10 mL) is slowly added a solution of a 1 N tetrabutylammonium fluoride in tetrahydrofuran (10.5 mL, 10.5 mmol). The reaction is allowed to stir for 20 min, quenched by the addition of a saturated aqueous solution of ammonium chloride and extracted several times with ethyl acetate The organic layers are combined, washed with water, brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified via silica gel chromatography (10% ethyl acetate in hexanes) to yield 700 mg of the title compound.

後処理

  1. customquenched by the addition of a saturated aqueous solution of ammonium chloride
  2. extractionextracted several times with ethyl acetate The organic layers
  3. washwashed with water, brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue is purified via silica gel chromatography (10% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-040cf4c5b67048c3a151c517cf90500a
出典データセット
uspto-grants-2014_09
特許番号
US08841291B2

関連ノート

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