Ammonium Chloride → 5-(Hydroxymethyl)furan-2-carbonitrile

HRID 1585890

Reaktionsgleichung

Reaktionsgleichung von HRID 1585890
C[O:2][C:3]([C:5]1[O:6][C:7]([C:10]#[N:11])=[CH:8][CH:9]=1)=O.[BH4-].[Na+].[NH4+].[Cl-]>C(O)C>[OH:2][CH2:3][C:5]1[O:6][C:7]([C:10]#[N:11])=[CH:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 13011707Methyl 5-cyanofuran-2-carboxylate

Produkt 1

HCID 30214065-(Hydroxymethyl)furan-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of the ester from step 1 (0.098 g, 0.652 mmol), in ethanol (2.5 ml) at 0° C. was treated with sodium borohydride (0.11 g, 2.936 mmol) and the reaction was stirred for 2 hrs. Saturated NH4Cl solution (1 ml) was added and the aqueous extracted with diethylether. The combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, diethylether) to afford the title compound.

Aufarbeitung

  1. extractionthe aqueous extracted with diethylether
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. customevaporated in vacuo
  4. customThe residue was chromatographed (silica gel, diethylether)

Quellen und Nachweise

ORD-Eintrag
ord-92585bef1193432a95ed990f1dd1fe62
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939439

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