Water → 5-Cyano-2-isopropoxy-benzaldehyde

HRID 1290010Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1290010
Br[C:2]1[CH:3]=[CH:4][C:5]([O:10][CH:11]([CH3:13])[CH3:12])=[C:6]([CH:9]=1)[CH:7]=[O:8].[Cu][C:15]#[N:16].CN(C=O)C.O>C(OCC)(=O)C>[C:15]([C:2]1[CH:3]=[CH:4][C:5]([O:10][CH:11]([CH3:13])[CH3:12])=[C:6]([CH:9]=1)[CH:7]=[O:8])#[N:16]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 8199735-Bromo-2-isopropoxybenzaldehydeHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 189223515-Cyano-2-isopropoxy-benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The title compound was prepared by the treatment of 5-bromo-2-isopropoxy-benzaldehyde (3.5 gm, 0.014 mol) with copper(I) cyanide (2.5 gm, 0.028 mol) in refluxing DMF for 28 hours. The cooled mixture was poured into a mixture of water (100 mL) and ethyl acetate (100 mL). The mixture was filtered through a pad of Celite, the organic layer separated, washed with saturated brine solution, dried (Na2SO4), and evaporated. The title compound was purified by flash chromatography eluting with 15% ethyl acetate in hexane; yield 1.9 gm of a white solid.

Aufarbeitung

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customthe organic layer separated
  3. washwashed with saturated brine solution
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe title compound was purified by flash chromatography
  7. washeluting with 15% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-349a563f115b48d68ce4c334d03afeef
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750549

Notizen zur Reaktion

Wird geladen…