Benzaldehyde → Flavonol

HRID 1868532

Reaktionsgleichung

Reaktionsgleichung von HRID 1868532
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].[OH-].[Na+].OO.Cl>CO.O>[OH:9][C:10]1[C:11](=[O:12])[C:13]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[O:8][C:1]=1[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

8

Edukt 5

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2×HCID 68490alpha-Hydroxyacetophenone

Produkt 1

HCID 11349Flavonol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
12.5 °C

Versuchsvorschrift

To a three necked round bottomed flask, equipped with reflux condenser, calcium chloride guard tube and nitrogen inlet and magnetic stirrer, was charged methanol (200 mililiters (ml)), benzaldehyde (10.6 grams (g)) and 2-hydroxy acetophenone (13.6 g). The mixture was cooled to 10-15° C. and sodium hydroxide (15 g in 40 milliliters (ml) water) was slowly added. The reaction mixture was stirred at room temperature (˜25° C.) for 24 hours. Then methanol was added to the reaction mixture and the mixture was cooled to below 15° C. To this cooled mixuture sodium hydroxide (15 g in 40 ml water) and hydrogen peroxide (56 ml) were added and the reaction mixture was stirred for 6 to 8 hrs at room temperature. After this the reaction mixture was cooled to 10° C., neutralized using hydrochloric acid and the solid product that precipitated out was filtered. The solid was washed with water till the filtrate was free of acid. The solid product was dried in an oven at 70° C.

Aufarbeitung

  1. customTo a three necked round bottomed flask, equipped
  2. temperaturewith reflux condenser, calcium chloride guard tube and nitrogen inlet and magnetic stirrer
  3. temperaturethe mixture was cooled to below 15° C
  4. stirringthe reaction mixture was stirred for 6 to 8 hrs at room temperature
  5. temperatureAfter this the reaction mixture was cooled to 10° C.
  6. customthe solid product that precipitated out
  7. filtrationwas filtered
  8. washThe solid was washed with water till the filtrate
  9. customThe solid product was dried in an oven at 70° C.

Quellen und Nachweise

ORD-Eintrag
ord-c0d3f1d8035d487590948812133820a3
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07635778B2

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