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

HRID 253717

Reaktionsgleichung

Reaktionsgleichung von HRID 253717
[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-cfca432ff0904173be61b9071b998932
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07872142B2

Verknüpfte Notizen

Wird geladen…