Acetone → 3,4-Bis(2-methoxyethoxy)benzaldehyde

HRID 1801689Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1801689
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].I[CH2:12][CH2:13][O:14][CH3:15].[C:16](=[O:19])([O-])[O-].[K+].[K+].[CH3:22][C:23](C)=O>>[CH3:15][O:14][CH2:13][CH2:12][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH2:22][CH2:23][O:19][CH3:16])[CH:5]=[O:6]

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 87683,4-DihydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 791361-Iodo-2-methoxyethane

Produkt 1

HCID 160633913,4-Bis(2-methoxyethoxy)benzaldehydeAusbeute 47 %

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

80.0 g (0.57 mol) of 3,4-dihydroxy benzaldehyde and 800.0 ml of acetone were charged into 2.0 L4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 25-30° C. Reaction mass was stirred for 20 min. 324.0 g (1.74 mol) of 1-iodo-2-methoxy-ethane and 240.0 g (1.70 mol) of potassium carbonate were charged. Reaction mass was heated to reflux. Reaction mass temperature was maintained at reflux for 6 hours. Reaction mass temperature was cooled to 25-30° C. and inorganic solid was filtered. Acetone was completely distilled under vacuum at below 60° C. Remaining mass was diluted with 400.0 ml of DM water. Compound was extracted with 400.0 ml of ethyl acetate and organic layer was dried with sodiumsulphate. Ethyl acetate was completely distilled under vacuum and finally applied high vacuum at below 60° C. 69.20 g of crude product (Oil) was obtained (yield: 47.0% by theory).

Aufarbeitung

  1. customconnect to a mechanical stirrer
  2. customat 25-30° C
  3. customReaction mass
  4. customReaction mass
  5. temperaturewas heated to reflux
  6. customReaction mass temperature
  7. temperaturewas maintained
  8. temperatureat reflux for 6 hours
  9. customReaction mass temperature
  10. filtrationinorganic solid was filtered
  11. distillationAcetone was completely distilled under vacuum at below 60° C
  12. additionRemaining mass was diluted with 400.0 ml of DM water
  13. extractionCompound was extracted with 400.0 ml of ethyl acetate and organic layer
  14. dry with materialwas dried with sodiumsulphate
  15. distillationEthyl acetate was completely distilled under vacuum and finally applied high vacuum at below 60° C

Quellen und Nachweise

ORD-Eintrag
ord-334c7801aba444abb202fde45e495260
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349847B2

Notizen zur Reaktion

Wird geladen…