3-(4-Aminophenyl)propionic acid → 4-Aminobenzenepropanol

HRID 28611

Reaktionsgleichung

Reaktionsgleichung von HRID 28611
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](O)=[O:11])=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 754513-(4-Aminophenyl)propionic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 2204244-AminobenzenepropanolAusbeute 89 %

Versuchsvorschrift

To a mixture of 3-(4-amino-phenyl)-propionic acid (1.85 g, 11.2 mmol) and tetrahydrofuran′(200 ml), was added lithium aluminum hydride (1.0 g, 26 mmol). After stirring for 3 hours, the mixture was quenched by addition of methanol (5 ml) and concentrated under reduced pressure. The residue was treated with saturated aqueous sodium chloride solution (100 ml) and extracted with ethyl acetate (200 ml). The organic extract was concentrated under reduced pressure to give 3-(4-amino-phenyl)-propan-1-ol (1.5 g, 89% yield).

Aufarbeitung

  1. customthe mixture was quenched by addition of methanol (5 ml)
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was treated with saturated aqueous sodium chloride solution (100 ml)
  4. extractionextracted with ethyl acetate (200 ml)
  5. extractionThe organic extract
  6. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2d30637f3a09471486294a64214e35e3
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419984B2

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