Aluminium lithium hydride → (4-Bromo-2-methylphenyl)methanol

HRID 51794ノート

反応式

HRID 51794 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](OC)=[O:7])=[C:4]([CH3:12])[CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([CH2:6][OH:7])=[C:4]([CH3:12])[CH:3]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 22031226Methyl 4-bromo-2-methylbenzoate

生成物 1

HCID 22280088(4-Bromo-2-methylphenyl)methanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of methyl 4-bromo-2-methyl-benzoate (1.05 g, 4.58 mmols) in 10 mL of Et2O was cooled to 0° C. and treated with LiAlH4 (177.0 mg, 4.58 mmols), stirred for 3 hours, and then carefully quenched with H2O. The mixture was extracted with Et2O and the combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4), and concentrated under reduced pressure. The title compound, 830.0 mg (90%), was isolated by column chromatography (10-30% EtOAc-hexanes) as a colorless oil.

後処理

  1. customcarefully quenched with H2O
  2. extractionThe mixture was extracted with Et2O
  3. washthe combined organic layers were washed with H2O and saturated aqueous NaCl
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-dec60544f3ed41f98ec3e9bb5dcc95a4
出典データセット
uspto-grants-2004_03
特許番号
US06713647B2

反応ノート

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