Reaktion #41163
ord-a55d876453f4475cb4c8243c9b31c485
Reaktionsgleichung
Cyclopentanone
t-Butyl carbazate
→
N′-cyclopentyl-hydrazinecarboxylic acid tert-butyl ester
Ausbeute 47.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
67.5°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1TemperaturThe mixture was cooled
- 2Einengenconcentrated in vacuo
- 3Temperaturchilled
- 4FiltrationThe crystalline material was collected by filtration
Vorschrift
Cyclopentanone (5.000 g, 59.44 mmol; CAS #120-92-3, purchased from Aldrich) was dissolved in hexanes (90 mL). t-Butyl carbazate (7.860 g, 59.47 mmol) was added and the mixture was heated at 65-70° C. for 1 hour. The mixture was cooled and concentrated in vacuo. The residue was taken up in isopropanol (25 mL)-ether (25 mL)-hexanes (50 mL) and chilled. The crystalline material was collected by filtration to give N′-cyclopentyl-hydrazinecarboxylic acid tert-butyl ester (5.51 g; 47%). A second crop (2.62 g, 22%) was collected from the mother liquor.