4-Hydroxybenzaldehyde → 4-Isopropoxybenzaldehyde

HRID 275221

Reaktionsgleichung

Reaktionsgleichung von HRID 275221
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH:10](Br)([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:10]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)([CH3:12])[CH3:11]

Komponenten

5

Edukt 3

HCID 1264-HydroxybenzaldehydeHCID 63582-BromopropaneHCID 11430Potassium Carbonate

Produkt 1

HCID 2500774-Isopropoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
58 °C

Versuchsvorschrift

A solution of 30 g of 4-hydroxybenzaldehyde and 46 g of isopropyl bromide in 300 ml of N,N-dimethylformamide is treated with 104 g of finely powdered potassium carbonate and the mixture is stirred at 58° C. overnight. The suspension is suction filtered and the filtrate is concentrated in a vacuum. A solution of the residue in 100 ml of diethyl ether is washed twice with 100 ml of water each time, dried over sodium sulphate and concentrated. Chromatography of the crude product on silica gel with hexane/ethyl acetate (vol. 9:1) gives 40g of 4-(isopropyloxy)benzaldehyde.

Aufarbeitung

  1. filtrationsuction filtered
  2. concentrationthe filtrate is concentrated in a vacuum
  3. washA solution of the residue in 100 ml of diethyl ether is washed twice with 100 ml of water each time
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1c09c3026b7140e1974ee3a3fe61d096
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05393458

Verknüpfte Notizen

Wird geladen…