Reaktion #51221

Reaktionsgleichung

sodium hydride

trans-4-aminocyclohexanol hydrochloride

2-chloropyrimidine

→

trans-4-(2-pyrimidinyloxy)cyclohexylamine

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed for 1 hour
2. 2
   workup.ADDITIONThe reaction mixture was poured into ice-cold water
3. 3
   Extraktionextracted with chloroform
4. 4
   WaschenThe extract was washed with brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Sonstigethe solvent was removed under reduced pressure
7. 7
   SonstigeThe residue was purified by NH-silica gel column chromatography (solvent

Vorschrift

60% sodium hydride was added to 10 ml of a tetrahydrofuran suspension containing 1.00 g of trans-4-aminocyclohexanol hydrochloride and the mixture was refluxed for 1 hour. After cooling to room temperature, 2-chloropyrimidine was slowly added thereto and the mixture was stirred at room temperature for 6 hours. The reaction mixture was poured into ice-cold water and extracted with chloroform. The extract was washed with brine and dried over anhydrous sodium sulfate, and then, the solvent was removed under reduced pressure. The residue was purified by NH-silica gel column chromatography (solvent: ethyl acetate-hexane (1:4) to chloroform alone) to obtain 788 mg of trans-4-(2-pyrimidinyloxy)cyclohexylamine (Reference Example 9-46 in Table 6).

Quelle