Water → 3-(4-Benzyloxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one

HRID 1792394Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1792394
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:23])[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][O:21][CH3:22])=[CH:14][CH:15]=3)[O:10][CH2:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.O>CC(C)=O>[CH2:30]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH3:23])[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][O:21][CH3:22])=[CH:14][CH:15]=3)[O:10][CH2:9]2)=[CH:6][CH:7]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 220331393-(4-Hydroxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one

Produkt 1

HCID 220332233-(4-Benzyloxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-oneAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a mixture of 3-(4-hydroxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one (3.55 g, 11.293 mmol) and potassium carbonate (9.35 g, 67.76 mmol) in acetone (130 ml) was added benzyl bromide (5.795 g, 33.879 mmol) at room temperature and stirred overnight. When the reaction was completed, water was added to the reaction solution which was then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane:ethyl acetate=9:1 to 7:3) to give 4.59 g (yield: quant.) of the title compound as a colorless oil.

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography (n-hexane:ethyl acetate=9:1 to 7:3)

Quellen und Nachweise

ORD-Eintrag
ord-47fba20e611b40fda7efa01f69a68d31
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07074819B2

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