Reaktion #1544679

ord-afa26fdf9be64102840a4946620d1a7e

Reaktionsgleichung

Cc1ccccc1
toluene
OB(O)c1ccc(CCOCc2ccccc2)cc1
4-(2-benzyloxyethyl) phenylboronic acid
CCCCCCCCCCc1cnc(Cl)nc1
2-chloro-5-decylpyrimidine
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCCCCCCCCCc1cnc(-c2ccc(CCOCc3ccccc3)cc2)nc1
2-{4-(5-decylpyrimidine-2-yl) phenyl}ethylbenzylether
Ausbeute 77.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextraction with toluene
  2. 2
    Trocknenthe extracted solution was dried with anhydrous sodium sulfate
  3. 3
    SonstigeThe solvent was removed by filtration and refining
  4. 4
    Sonstigewas performed by recrystallization (toluene/methanol) so that 1.65 g of 2-{4-(5-decylpyrimidine-2-yl) phenyl}ethylbenzylether
  5. 5
    Sonstigewas obtained (yield 77%)

Vorschrift

1.27 g (4.96 mmol) of 4-(2-benzyloxyethyl) phenylboronic acid, 1.26 g (4.96 mmol) of 2-chloro-5-decylpyrimidine, 0.19 g of tetrakis (triphenylphosphine) palladium, 8 ml of 2M sodium carbonate, 8 ml of toluene and 4 ml of ethanol were, under presence of nitrogen, heated at 80° C. for 3 hours. After the reactions had been completed, extraction with toluene was performed and the extracted solution was dried with anhydrous sodium sulfate. The solvent was removed by filtration and refining was performed by recrystallization (toluene/methanol) so that 1.65 g of 2-{4-(5-decylpyrimidine-2-yl) phenyl}ethylbenzylether was obtained (yield 77%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05849217uspto-grants-1998_12