Reaction #56889

Reaction equation

3-(4-amino-phenyl)-propionic acid

lithium aluminum hydride

→

3-(4-amino-phenyl)-propan-1-ol

Yield 89.0%

Solvents

Conditions

Workup

1. 1
   Otherthe mixture was quenched by addition of methanol (5 ml)
2. 2
   Concentrationconcentrated under reduced pressure
3. 3
   workup.ADDITIONThe residue was treated with saturated aqueous sodium chloride solution (100 ml)
4. 4
   Extractionextracted with ethyl acetate (200 ml)
5. 5
   ExtractionThe organic extract
6. 6
   Concentrationwas concentrated under reduced pressure

Procedure

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).

Source