Reacción #1256

ord-8266c5cd4a68414b8c3137da7bc01eef

Ecuación de reacción

[BH4-].[Na+]
sodium borohydride
CCCCCCCCCCOc1cnc(-c2ccc(C(C)=O)cc2)nc1
2-(4-acetylphenyl)-5-decyloxypyrimidine
CCO
ethanol
ClC(Cl)Cl
chloroform
CCCCCCCCCCOc1cnc(-c2ccc(C(C)O)cc2)nc1
2-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine
Rendimiento 100.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroequipped with a stirrer
  2. 2
    OtroThe resulting reaction mixture
  3. 3
    Extracciónfollowed by extraction and liquid separation
  4. 4
    Lavadothe obtained chloroform layer was washed with water
  5. 5
    Secadodried over anhydrous magnesium sulfate
  6. 6
    Concentraciónconcentrated under reduced pressure

Procedimiento

35.5 g (0.1 mo1) of 2-(4-acetylphenyl)-5-decyloxypyrimidine, 300 ml of ethanol and 300 ml of chloroform were supplied into a four-necked flask equipped with a stirrer and a thermometer. Then 2.8 g (0.075 mol) of sodium borohydride was added at 30°-40° C. and the mixture was stirred at the same temperature for 4 hours. The resulting reaction mixture was poured into 500 ml of water, followed by extraction and liquid separation, and the obtained chloroform layer was washed with water, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 35.8 g of 2-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine (II-c-11) (yield: 100%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723610uspto-grants-1998_03