Phloroglucinol → 5,7-Dihydroxy-4-methylcoumarin

HRID 29030

Reaktionsgleichung

Reaktionsgleichung von HRID 29030
[C:1]1([CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:10](OCC)(=[O:15])[CH2:11][C:12]([CH3:14])=O.S(=O)(=O)(O)O.O.C([O-])(=O)C.[Na+]>>[OH:2][C:1]1[CH:9]=[C:7]([OH:8])[CH:6]=[C:4]2[C:3]=1[C:12]([CH3:14])=[CH:11][C:10](=[O:15])[O:5]2

Komponenten

5

Edukt 4

HCID 359PhloroglucinolHCID 8868Ethyl AcetoacetateHCID 517045Sodium AcetateHCID 21910475Sulfuric acid hydrate (1:1)

Produkt 1

HCID 53542845,7-Dihydroxy-4-methylcoumarin

Versuchsvorschrift

A mixture of 2.77 g (22 mmol) of phloroglucinol and 2.6 g (20 mmol) of ethyl acetoacetate were melted together, the mixture was cooled, and 40 ml of a mixture of sulfuric acid/water (75% w/w) was added rapidly to the semi-solid mass. The mixture was stirred for 24 h, during which time a semi-solid mass formed. It was poured into a mixture of ice/water (300 ml) containing 5 g of sodium acetate and the precipitate was recovered by suction filtration.

Aufarbeitung

  1. temperaturethe mixture was cooled
  2. customformed
  3. filtrationthe precipitate was recovered by suction filtration

Quellen und Nachweise

ORD-Eintrag
ord-633683c5b109479a96268fd5d4c3e362
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420054B2

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