Reaktion #64751

Reaktionsgleichung

hydrogen

pyrimidinone

5-[3-(bicyclo[2.2.1]hept-2-yloxy)-4-methoxyphenyl]-1,2-dihydro-2-pyrimidinone

→

dihydro pyrimidinone

Ausbeute 31.8%

5-[3-(Bicyclo[2.2.1]hept-2-yloxy)-4-Methoxyphenyl]-1,2,3,4-Tetrahydro-2-Pyrimidinone

Ausbeute 31.8%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 18 hours
2. 2
   TemperaturThe reaction is cooled
3. 3
   Filtrationfiltered through celite
4. 4
   Einengenthe filtrate concentrated in vacuo
5. 5
   SonstigeThe residue is crystallized from ethyl acetate

Vorschrift

The pyrimidinone (0.38 g, 1.22 mmol) is dissolved in 20 ml ethanol and treated with 0.5 g Raney Nickel, 40 psi hydrogen and refluxed for 18 hours. The reaction is cooled, filtered through celite, and the filtrate concentrated in vacuo. The residue is crystallized from ethyl acetate to afford 0.12 g (31.8%) of the dihydro pyrimidinone as a crystalline solid comprising a 7:3 mixture of endo/exo norbornyl isomers.

Quelle