Sodium borohydride → 4-[2-Hydroxy-1,1-dimethyl-3-(2-pyrazinyl)propoxy]benzonitrile

HRID 1073958Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073958
[BH4-].[Na+].[CH3:3][C:4]([CH3:23])([O:14][C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=1)[C:5](=[O:13])[CH2:6][C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1>C(O)C.O>[OH:13][CH:5]([CH2:6][C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)[C:4]([CH3:3])([CH3:23])[O:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]#[N:20])=[CH:21][CH:22]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 198956054-[1,1-Dimethyl-2-oxo-3-(2-pyrazinyl)propoxy]benzonitrile

Produkt 1

HCID 198956134-[2-Hydroxy-1,1-dimethyl-3-(2-pyrazinyl)propoxy]benzonitrileAusbeute 62,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

0.107 g of sodium borohydride was added to a stirred suspension of 0.79 g of 4-[1,1-dimethyl-2-oxo-3-(2-pyrazinyl)propoxy]benzonitrile in 20 ml of ethanol. The mixture was stirred at 20° C. for 1.5 hours and was then diluted with water. The solution was extracted with ethyl acetate and the organic phase was then washed with sodium chloride solution and evaporated to give 0.5 g of 4-[2-hydroxy-1,1-dimethyl-3-(2-pyrazinyl)propoxy]benzonitrile in the form of a white solid of melting point 94°-95° C. (from diethyl ether).

Aufarbeitung

  1. extractionThe solution was extracted with ethyl acetate
  2. washthe organic phase was then washed with sodium chloride solution
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3a7f10286aca492d95da22c3a618a741
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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