Methyl 4-methylaminobenzoate → (4-(Methylamino)phenyl)methanol
Reaktionsgleichung
[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]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
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.
Aufarbeitung
- customThe reaction was quenched with EtOAc (50 mL) and water (2 mL)
- dry with materialThe mixture was dried (Na2SO4)
- concentrationconcentrated
- customPurification by silica gel chromatography (PE:EtOAc=3:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-4e687493f3b24096abfc56565926ad9d
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09447046B2
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