Methyl 4-methylaminobenzoate → (4-(Methylamino)phenyl)methanol

HRID 63655

反応式

HRID 63655 の反応式
[CH3:1][NH:2][C:3]1[CH:12]=[CH:11][C:6]([C:7](OC)=[O:8])=[CH:5][CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][NH:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 140375Methyl 4-methylaminobenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 12128786(4-(Methylamino)phenyl)methanol収率 60.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 4-(methylamino)benzoate (2.0 g, 12.1 mmol) in THF (30 mL) was added LAH (6.1 mL, 2.4 M in THF, 14.5 mmol) at 0° C. The reaction was stirred at r.t. for 2 h. The reaction was quenched with EtOAc (50 mL) and water (2 mL). The mixture was dried (Na2SO4) and concentrated. Purification by silica gel chromatography (PE:EtOAc=3:1) gave 1.0 g (60%) of the title compound as a yellow oil. [M+H] Calc'd for C8H11NO, 138. Found 138.

後処理

  1. customThe reaction was quenched with EtOAc (50 mL) and water (2 mL)
  2. dry with materialThe mixture was dried (Na2SO4)
  3. concentrationconcentrated
  4. customPurification by silica gel chromatography (PE:EtOAc=3:1)

出典と根拠

ORDレコード
ord-4e687493f3b24096abfc56565926ad9d
出典データセット
uspto-grants-2016_09
特許番号
US09447046B2

関連ノート

読み込み中…