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

HRID 1421710

Reaktionsgleichung

Reaktionsgleichung von HRID 1421710
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-0f69dbcd0e5247d9b9ae3edacd9a6513
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06077853

Verknüpfte Notizen

Wird geladen…