Tetrabutylammonium Fluoride → 1-(1-Ethoxymethyl-4-hydroxymethyl-1H-imidazol-2-yl)ethanone

HRID 242372

Reaktionsgleichung

Reaktionsgleichung von HRID 242372
[CH2:1]([O:3][CH2:4][N:5]1[CH:9]=[C:8]([CH2:10][O:11][Si](CC)(CC)CC)[N:7]=[C:6]1[C:19](=[O:21])[CH3:20])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:1]([O:3][CH2:4][N:5]1[CH:9]=[C:8]([CH2:10][OH:11])[N:7]=[C:6]1[C:19](=[O:21])[CH3:20])[CH3:2]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 710871971-[1-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazol-2-yl]ethanone

Produkt 1

HCID 682719271-(1-Ethoxymethyl-4-hydroxymethyl-1H-imidazol-2-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The compound (520 mg) obtained in (4) was dissolved in THF (10 mL), followed by addition of tetrabutylammonium fluoride (TBAF, 1.0 M THF solution, 3.32 mL) under stirring, and the stirring was continued for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%) using amino column (product name: SNAP Cartridge KP-NH 55 g, manufactured by Biotage, Ltd.) to afford the title compound (288 mg).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%)

Quellen und Nachweise

ORD-Eintrag
ord-6d331297395d4da8b63cfab11b23c446
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653126B2

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