Sodium borohydride → HCID 19895686, Verbindung

HRID 1073953

Reaktionsgleichung

Reaktionsgleichung von HRID 1073953
[BH4-].[Na+].[OH:3][C:4](=[CH:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][N:19]=1)[C:5]([CH3:16])([CH3:15])[O:6][C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1>C(O)C>[OH:3][CH:4]([CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][N:19]=1)[C:5]([CH3:15])([CH3:16])[O:6][C:7]1[CH:8]=[CH:9][C:10]([C:11]#[N:12])=[CH:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 1364045254-[2-Hydroxy-1,1-dimethyl-3-(4-pyrimidinyl)-2-propenyloxy]benzonitrile

Produkt 1

HCID 19895686HCID 19895686, VerbindungAusbeute 73.959,797 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

0.013 mg of sodium borohydride was added to a solution of 0.098 mg of 4-[2-hydroxy-1,1-dimethyl-3-(4-pyrimidinyl)-2-propenyloxy]benzonitrile in 3 ml of ethanol and the solution was stirred at 20° C. for 16 hours. The solvent was removed by evaporation and the residue was partitioned between ethyl acetate and water. The organic phase was evaporated and the residue was chromatographed on silica gel using ethyl acetate for the elution. There was obtained 0.073 g of 4-[2-hydroxy-1,1-dimethyl-3-(4-pyrimidinyl)propoxy]benzonitrile in the form of a white solid of melting point 96°-98° C.

Aufarbeitung

  1. customThe solvent was removed by evaporation
  2. customthe residue was partitioned between ethyl acetate and water
  3. customThe organic phase was evaporated
  4. customthe residue was chromatographed on silica gel
  5. washfor the elution

Quellen und Nachweise

ORD-Eintrag
ord-043738df25ec4b82aaf4257a235dcd73
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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