Reaktion #1701360

Reaktionsgleichung

1-[2-amino-4-(1,1-dimethylethyl)-5-oxazolyl]-2,2-dimethyl-1-propanone

ammonium hydroxide

→

2-amino-4,6-bis(1,1-dimethylethyl)-5-hydroxypyrimidine

Ausbeute 34.0%

Lösungsmittel

t-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is cooled
2. 2
   Einengenconcentrated to half its volume on the rotovap
3. 3
   ExtraktionThe product is extracted into ether (3×250 mL)
4. 4
   ExtraktionThe ether extract
5. 5
   Trocknenis dried (MgSO4)
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe residue is purified by flash chromatography (silica, 20% EtOAc/hexane)

Vorschrift

A solution of 1-[2-amino-4-(1,1-dimethylethyl)-5-oxazolyl]-2,2-dimethyl-1-propanone (15 g) in t-butanol (80 mL) and concentrated ammonium hydroxide (80 mL) is heated at 180° C. for 60 hours in a steel bomb. The reaction mixture is cooled and concentrated to half its volume on the rotovap. The product is extracted into ether (3×250 mL). The ether extract is dried (MgSO4) and evaporated. The residue is purified by flash chromatography (silica, 20% EtOAc/hexane) to give pure 2-amino-4,6-bis(1,1-dimethylethyl)-5-hydroxypyrimidine (4.5 g, 34%) which crystallizes from cold hexane; mp 92°-93° C.

Quelle