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

HRID 63655

반응식

HRID 63655 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-4e687493f3b24096abfc56565926ad9d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447046B2

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