4-Hydroxybenzaldehyde → 4-(2-Butoxyethoxy)benzaldehyde

HRID 654414Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 654414
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:5]([O:4][CH2:3][CH2:2][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][CH:11]=1)[CH2:6][CH2:7][CH3:8]

Komponenten

5

Edukt 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 1387612-Butoxyethyl bromide

Produkt 1

HCID 198872374-(2-Butoxyethoxy)benzaldehydeAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Nine grams (0.05 mole) of 1-bromo-2-butoxy-ethane and 6.1 grams (0.05 mole) of 4-hydroxybenzaldehyde were dissolved in 75 mls. of acetonitrile. Into the mixture were added 13.8 grams (0.1 mole) of finely ground potassium carbonate and the resulting reaction mixture was stirred under reflux for ten hours. The reaction mixture was allowed to cool, was filtered, washed with acetonitrile and evaporated to an amber oily product. The product was passed through a silica gel chromatographic column for recovery of a colorless oil (64% yield) having the following structure: ##STR20##

Aufarbeitung

  1. customthe resulting reaction mixture
  2. temperatureunder reflux for ten hours
  3. temperatureto cool
  4. filtrationwas filtered
  5. washwashed with acetonitrile
  6. customevaporated to an amber oily product

Quellen und Nachweise

ORD-Eintrag
ord-713a336d939e408ebc21ec034e7fddc7
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05132041

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