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Aluminium lithium hydride → (5-Amino-2-trifluoromethoxy-phenyl)-methanol

HRID 412422
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HRID 412422 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[O:11][C:12]([F:15])([F:14])[F:13].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH2:10][C:8]1[CH:7]=[CH:6][C:5]([O:11][C:12]([F:13])([F:14])[F:15])=[C:4]([CH2:3][OH:2])[CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22061155Methyl 5-amino-2-(trifluoromethoxy)benzoate

생성물 1

HCID 22311140(5-Amino-2-trifluoromethoxy-phenyl)-methanol수율 93.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-Amino-2-trifluoromethoxybenzoic acid methyl ester (3.0 g, 12.8 mmol) was dissolved under nitrogen in THF (20 mL) in a three-necked flask equipped with a thermometer and a separatory funnel. With stirring and ice-cooling lithium aluminium hydride (1 M in THF, 15 mL) was added dropwise over 10 min. Stirring was continued at room temperature for 1 hour, and the reaction mixture was concentrated in vacuo. The residue was suspended in DCM (150 mL) and water (50 mL), and filtered through celite. The filtrate was partitioned between DCM and water. The combined organic phases were washed with water (2×20 mL), dried (magnesium sulphate) and concentrated in vacuo to give 2.47 g of (5-amino-2-trifluoromethoxy-phenyl)methanol

후처리

  1. customequipped with a thermometer and a separatory funnel
  2. additionwas added dropwise over 10 min
  3. stirringStirring
  4. concentrationthe reaction mixture was concentrated in vacuo
  5. filtrationwater (50 mL), and filtered through celite
  6. customThe filtrate was partitioned between DCM and water
  7. washThe combined organic phases were washed with water (2×20 mL)
  8. dry with materialdried (magnesium sulphate)
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2506a64631ae49a6a440415ec469d7d9
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06562807B2

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