4-Chlororesorcinol → 6-Chloro-7-hydroxy coumarin

HRID 1671491

Reaktionsgleichung

Reaktionsgleichung von HRID 1671491
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[CH2:10]([CH:17](C(C)=O)[C:18](OCC)=[O:19])C1C=CC=CC=1>OS(O)(=O)=O>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[OH:9])[O:6][C:18](=[O:19])[CH:17]=[CH:10]2

Komponenten

4

Edukt 2

HCID 17314-ChlororesorcinolHCID 246929Ethyl alpha-benzylacetoacetate

Produkt 1

HCID 53931666-Chloro-7-hydroxy coumarinAusbeute 104,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

4-Chlororesorcinol (26.25 g, 0.182 mol) and ethyl 2-benzylacetoacetate (40 g, 0.182 mol) are mixed in 70% H2SO4 (350 mL) at 0° C. The reaction mixture is stirred at room temperature for 72 hours and poured into ice water. The solid is filtered and washed with water. The crude product is recrystallized from ethanol/chloroform to afford 6-chloro-7-hydroxy coumarin intermediate (37.52 g, 68.7%).

Aufarbeitung

  1. filtrationThe solid is filtered
  2. washwashed with water
  3. customThe crude product is recrystallized from ethanol/chloroform

Quellen und Nachweise

ORD-Eintrag
ord-b365926c56ad41a4b5dea9adf27d3d2b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994318B2

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