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

HRID 594805노트

반응식

HRID 594805 반응식
[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

참가 물질

4

반응물 2

HCID 140375Methyl 4-methylaminobenzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 12128786(4-(Methylamino)phenyl)methanol수율 60.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9f2aabbf23734367b3d2b70cb12a9b80
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242968B2

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