Water → 2-methyl-2-(3-methylphenyl)propan-1-ol

HRID 1610702ノート

反応式

HRID 1610702 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=1)([CH3:14])[C:9](OCC)=[O:10].O.[OH-].[Na+]>O1CCCC1>[CH3:14][C:8]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=1)([CH3:7])[CH2:9][OH:10]

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydride2 回HCID 22261616Ethyl α,α,3-trimethylbenzeneacetate

生成物 1

HCID 3167582-methyl-2-(3-methylphenyl)propan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of lithium aluminum hydride (3.52 g, 92.9 mmol) in tetrahydrofuran (150 ml) was dropwise added a solution of ethyl 2-methyl-2-(3-methylphenyl)propionate (19.16 g, 92.88 mmol) in tetrahydrofuran (100 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. After ice-cooling the reaction solution, water (3.5 ml), 15% aqueous sodium hydroxide solution (3.5 ml) and water (9 ml) were successively added dropwise to decompose excess lithium aluminum hydride. The mixture was stirred as it was at room temperature for 2 hrs. The resulting precipitate was removed by filtration, and the precipitate was washed with ethyl acetate. The solvent of the recovered filtrate was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1) to give the objective substance.

後処理

  1. temperaturecooling
  2. additionwere successively added dropwise
  3. stirringThe mixture was stirred as it
  4. waitwas at room temperature for 2 hrs
  5. customThe resulting precipitate was removed by filtration
  6. washthe precipitate was washed with ethyl acetate
  7. customThe solvent of the recovered filtrate was evaporated under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1)
  9. customto give the objective substance

出典と根拠

ORDレコード
ord-49efef22fe364fc8a56a5aac02db39de
出典データセット
uspto-grants-2006_01
特許番号
US06982348B2

反応ノート

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