Reacción #2025290

ord-c9046b081e0f4cf0b15ce782fba6c387

Ecuación de reacción

[BH4-].[Na+]
sodium borohydride
CCO
ethanol
ClC(Cl)Cl
chloroform
CCCCCCCCCCOc1cnc(-c2ccc(C(C)=O)cc2)nc1
2-(4-acetylphenyl)-5-decyloxypyrimidine
CCCCCCCCCCOc1cnc(-c2ccc(C(C)O)cc2)nc1
2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine
Rendimiento 99.9%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawhile maintaining the temperature at 30° to 35° C.
  2. 2
    Extracciónextracted with 400 ml of ethyl acetate
  3. 3
    LavadoThe organic phase was washed sufficiently
  4. 4
    Secadodried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Procedimiento

To a mixed solvent of 200 ml of ethanol and 100 ml of chloroform were added 35.5 g (0.1 mole) of 2-(4-acetylphenyl)-5-decyloxypyrimidine, and while maintaining the temperature at 30° to 35° C., 2.65 g (0.07 mole) of sodium borohydride were gradually added thereto. After stirring at the same temperature for 4 hours, the reaction mixture was poured into 500 ml of water and extracted with 400 ml of ethyl acetate. The organic phase was washed sufficiently, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to obtain 35.6 g (yield: 99.9 %) of 2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05693251uspto-grants-1997_12