Reaktion #929314

Reaktionsgleichung

5-chloro-2-(3-cyclopentyloxy-4-methoxy-phenyl)-7-[3-(N-t-butyloxycarbonyl-N-t-butoxycarbonyloxy-amino)-1-propynyl]-benzoxazole

ammonia

→

title compound

Ausbeute 57.3%

5-Chloro-2-(3-cyclopentyloxy-4-methoxy-phenyl)-7-[3-(N-t-butoxycarbonyl-N-hydroxy-amino)-1-propynyl]-benzoxazole

Ausbeute 57.3%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvents were removed in vacuo
2. 2
   SonstigeCrystallization
3. 3
   Sonstigefrom methanol and recrystallization from di-isopropyl ether

Vorschrift

1.00 g (1.6 mmol) of 5-chloro-2-(3-cyclopentyloxy-4-methoxy-phenyl)-7-[3-(N-t-butyloxycarbonyl-N-t-butoxycarbonyloxy-amino)-1-propynyl]-benzoxazole was dissolved in 20 ml of THF and treated with 20 g of ammonia in a reactor. The pressure rose to 100 psi. After 2 hours, the solvents were removed in vacuo. Crystallization from methanol and recrystallization from di-isopropyl ether gave the title compound (0.47 g, 56.2%), mp 157-61° C.

Quelle