Reaktion #2432

Reaktionsgleichung

compound

Methyl 3-(2-oxo-1-piperidinyl)benzoate

borane tetrahydrofuran

→

oil

Ausbeute 90.0%

Methyl 3-(1-piperidinyl)benzoate

Ausbeute 90.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 1 h
2. 2
   Temperaturcooled
3. 3
   Sonstigeevaporated
4. 4
   Temperaturheated
5. 5
   Temperaturunder reflux for 3 h
6. 6
   Sonstigeevaporated
7. 7
   Sonstigechromatographed (eluant 10% EtOAc in hexanes)

Vorschrift

The compound of Example 37 (640 mg, 2.75 mmol) was dissolved in dry THF (30 ml) and borane-tetrahydrofuran complex (5 ml, 1M solution in THF) was added. The mixture was stirred under nitrogen under reflux for 1 h, then cooled and evaporated. The residue was taken up in MeOH/acetic acid (6/1, v/v, 70 ml) and heated under reflux for 3 h, then evaporated and chromatographed (eluant 10% EtOAc in hexanes) to provide a colourless oil (540 mg, 90%).

Quelle