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HCID 19744879, Verbindung → 1-Propanone, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-

HRID 1030754
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1030754
COC[O:4][C:5]1[CH:10]=[C:9]([O:11]COC)[CH:8]=[CH:7][C:6]=1[C:15](=[O:32])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24]COC)=[C:20]([O:28]COC)[CH:19]=1>Cl.CO>[OH:4][C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:6]=1[C:15](=[O:32])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([OH:28])[CH:19]=1
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Komponenten

3

Edukt 1

HCID 19744879HCID 19744879, Verbindung

Produkt 1

HCID 115508261-Propanone, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-Ausbeute 39 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21893726Hydrochloride methanolLösungsmittel

Versuchsvorschrift

Then, 4.94 g of 1-[2,4-bis(methoxymethoxy)phenyl]-3-[3,4-bis(methoxymethoxy)phenyl]-1-propanone was dissolved in 48 ml of a hydrochloric acid/methanol reagent, and the solution was refluxed for 8 minutes and the reaction liquid was poured into ice water and extracted with ethyl acetate two times. The organic layer was washed with water three times, shaken with a saturated aqueous solution of sodium chloride, dried with anhydrous sodium sulfate and filtered, and the solvent was removed from the filtrate by distillation. The obtained residue was subjected to the column chromatography (400 g of [230-400 mesh silica gel, n-hexane/ethyl acetate=3/2, 0.5 kg/cm2). Fractions of 50 ml were collected, and the 96th to 120th fractions were combined and the solvent was removed by distillation. The residue was recrystallized from n-hexane and chloroform to obtain 453.6 mg (yield=39.0%) of 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-1-propanone.

Aufarbeitung

  1. temperaturethe solution was refluxed for 8 minutes
  2. customthe reaction liquid
  3. extractionextracted with ethyl acetate two times
  4. washThe organic layer was washed with water three times
  5. dry with materialdried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was removed from the filtrate by distillation
  8. customFractions of 50 ml were collected
  9. customthe solvent was removed by distillation
  10. customThe residue was recrystallized from n-hexane and chloroform

Quellen und Nachweise

ORD-Eintrag
ord-653aa007b71546cb8c339c907225aea9
Quelldatensatz
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05106871

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