Sodium borohydride → 5-(1-Hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

HRID 4676

Reaktionsgleichung

Reaktionsgleichung von HRID 4676
[C:1]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[BH4-].[Na+]>CO>[OH:3][CH:1]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[N:8][C:9]=1[CH3:10])[CH3:2]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 151474775-Acetyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

Produkt 1

HCID 201513975-(1-Hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidineAusbeute 76,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 5-acetyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (3 g) and sodium borohydride (0.34 g) in methanol (110 ml) was stirred at room temperature for 4 hours. The reaction mixture was evaporated in vacuo and the residue was poured into a mixture of ethyl acetate and water. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo. The crystalline residue was recrystallized from a mixture of n-hexane and diethyl ether to give a 5-(1-hydroxyethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (2.3 g).

Aufarbeitung

  1. customThe reaction mixture was evaporated in vacuo
  2. additionthe residue was poured into a mixture of ethyl acetate and water
  3. dry with materialThe separated organic layer was dried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe crystalline residue was recrystallized from a mixture of n-hexane and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-85ec00ae73394616852dbd4678f08fe0
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727073

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