Reaktion #570477

Reaktionsgleichung

Cyclopropyl p-fluorophenyl ketone

dimethylamine

→

p-N,N-dimethylaminophenyl cyclopropyl ketone

Ausbeute 93.4%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe flask is sealed with a septum
2. 2
   Temperaturthe solution is gradually warmed to room temperature
3. 3
   workup.STIRRINGto stir at room temperature for 72 hrs
4. 4
   FiltrationThe precipitate is filtered
5. 5
   Waschenwashed with DMSO and ether
6. 6
   SonstigeRecrystallization from acetone-pentane (1:1)

Vorschrift

Cyclopropyl p-fluorophenyl ketone (1.12 g, 6.9 mmol) is added to 3 ml of dimethylsulfoxide (DMSO). The flask is sealed with a septum and the solution stirred and cooled to 0° C. in an ice bath. Anhydrous dimethylamine (3.4 g, 75.5 mmol) is added by syringe and the solution is gradually warmed to room temperature and allowed to stir at room temperature for 72 hrs. The precipitate is filtered and washed with DMSO and ether. Recrystallization from acetone-pentane (1:1) yielded p-N,N-dimethylaminophenyl cyclopropyl ketone as a white crystalline solid (1.22 g, 92.8%); m.p. 139°-141° C.; IR (KBr):158 cm-1 (C=O); NMR (CDCl3) δ:0.99 (m,2H); 1.16 (m,2H ) 2.60 (m,1H); 3.05 (s,6H); 6.67 (d,2H); 7.96 (d,2H).

Quelle