Ethanol → 2-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidine

HRID 1938108

Reaktionsgleichung

Reaktionsgleichung von HRID 1938108
C(O)C.C(Cl)(Cl)Cl.[C:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:19][N:18]=2)=[CH:13][CH:12]=1)(=[O:10])[CH3:9].[BH4-].[Na+]>O>[OH:10][CH:8]([C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:19][N:18]=2)=[CH:15][CH:16]=1)[CH3:9]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 6212ChloroformHCID 4311764Sodium borohydrideHCID 196949012-(4-Acetylphenyl)-5-decyloxypyrimidine

Produkt 1

HCID 214682802-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidineAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturewhile maintaining the temperature at 30° to 35° C.
  2. extractionextracted with 400 ml of ethyl acetate
  3. washThe organic phase was washed sufficiently
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c9046b081e0f4cf0b15ce782fba6c387
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05693251

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