Acetic Acid → 2-Acetyl-3-hydroxy-6-phenyl-4H-pyran-4-one

HRID 1747774Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1747774
[C:1]1([C:7](=[O:17])[CH2:8][C:9](=[O:16])[C:10](=[O:15])[CH2:11][C:12](=[O:14])[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1.C(O)(=O)C>O>[C:12]([C:11]1[O:17][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:8][C:9](=[O:16])[C:10]=1[OH:15])(=[O:14])[CH3:13]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 12217721Iodo benzene diacetateHCID 132009181-Phenylheptane-1,3,4,6-tetrone

Produkt 1

HCID 132009232-Acetyl-3-hydroxy-6-phenyl-4H-pyran-4-oneAusbeute 14 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1-phenylheptane-1,3,4,6-tetrone (2.3 g), iodobenzene diacetate (6.7 g) and acetic acid (80 mL) was stirred at room temperature for 16 hr, the reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.32 g).

Aufarbeitung

  1. extractionthe mixture was 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 silica gel column chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-00344df25fe243fab4fc1cd6298b2e0f
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150588B2

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