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

HRID 1160

Reaktionsgleichung

Reaktionsgleichung von HRID 1160
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:12][N:11]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(O)C.C(Cl)(Cl)Cl.[BH4-].[Na+]>O>[OH:3][CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:12][N:11]=2)=[CH:8][CH:9]=1)[CH3:2]

Komponenten

6

Edukt 4

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

Produkt 1

HCID 214682802-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidineAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. customequipped with a stirrer
  2. customThe resulting reaction mixture
  3. extractionfollowed by extraction and liquid separation
  4. washthe obtained chloroform layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8266c5cd4a68414b8c3137da7bc01eef
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723610

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