Réaction #58450

Équation de réaction

potassium hydroxide

(RS)-1-(tert-butyloxycarbonyl)-2-((5-(4-fluorophenyl)-furan-2-yl)carbonyl)piperidine

hydrazine hydrate

water

→

title compound

Rendement 63.3%

(RS)-2-(5-(4-Fluorophenyl)-furan-2-ylmethyl)-piperidine

Rendement 63.3%

Solvants

diethylene glycol

Conditions de réaction

Traitement

1. 1
   Températurethe mixture heated at 200° C. for 18 h
2. 2
   Extractionextracted with diethyl ether (3×75 ml)
3. 3
   SéchageThe combined organic extracts were dried (Na2SO4)
4. 4
   Autreevaporated in vacuo

Mode opératoire

To a solution of (RS)-1-(tert-butyloxycarbonyl)-2-((5-(4-fluorophenyl)-furan-2-yl)carbonyl)piperidine (2.0 g, 5.36 mmol) in diethylene glycol (20 g), was added hydrazine hydrate (0.31 ml, 5.36 mmol) and the resultant mixture heated at 100° C. for 30 min. After cooling to room temperature, potassium hydroxide (1.0 g, 17.8 mmol) was added and the mixture heated at 200° C. for 18 h. The reaction mixture was then poured into water (100 ml) and extracted with diethyl ether (3×75 ml). The combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give the title compound as a brown oil (0.88 g, 63%).

Source