5-Fluororesorcinol → Umbelliferone

HRID 2234239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2234239
F[C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[CH:3]=1>S(=O)(=O)(O)O>[OH:9][C:4]1[CH:5]=[C:6]2[C:7]([CH:4]=[CH:5][C:6](=[O:8])[O:8]2)=[CH:2][CH:3]=1

Komponenten

3

Edukt 1

HCID 126587785-Fluororesorcinol

Produkt 1

HCID 5281426UmbelliferoneAusbeute 146,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

1-Fluoro-3,5-dihydroxybenzene (1.0 g, 7.8 mmol) and ethyl 2-benzyl acetoacetate 1.72 g, 7.8 mmol) are suspended in 20 mL of 70% sulfuric acid at room temperature. The reaction mixture is stirred for 24 hours and poured into ice water. The solid is filtered and washed with water. The yellowish crude product is re-crystallized from hot ethanol to afford the 7-hydroxy coumarin intermediate (929 mg, 42%).

Aufarbeitung

  1. filtrationThe solid is filtered
  2. washwashed with water
  3. customThe yellowish crude product is re-crystallized from hot ethanol

Quellen und Nachweise

ORD-Eintrag
ord-04fb55f6fdfd43f6a617feee92548d26
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709664B2

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