Sodium Hydroxide → (2-Tert-butylphenyl)methanol

HRID 1620566

反応式

HRID 1620566 の反応式
[C:1]([C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])([CH3:4])([CH3:3])[CH3:2].B.C1COCC1.[OH-].[Na+]>C1COCC1>[C:1]([C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[CH2:7][OH:8])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 136850tert-Butylbenzoic acid (mixed isomers)HCID 2723981Borane;tetrahydrofuran

生成物 1

HCID 19822435(2-Tert-butylphenyl)methanol収率 102.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-tert-butylbenzoic acid (1.00 g) in THF (20 mL) was added 1.0M borane THF complex THF solution (16.8 mL) under ice-cooling. The reaction mixture was stirred at room temperature overnight under a nitrogen atmosphere, 1N aqueous sodium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (942 mg).

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-3d1f14f1598940cd8eab2f08def8b919
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

関連ノート

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