Resorcinol → 4-(chloromethyl)-7-hydroxy-2H-chromen-2-one

HRID 15645

Reaktionsgleichung

Reaktionsgleichung von HRID 15645
[Cl:1][CH2:2][C:3](=O)[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:11]1([CH:18]=CC=[C:14](O)[CH:13]=1)[OH:12]>S(=O)(=O)(O)O>[Cl:1][CH2:2][C:3]1[C:9]2[C:8](=[CH:18][C:11]([OH:12])=[CH:13][CH:14]=2)[O:7][C:5](=[O:6])[CH:4]=1

Komponenten

4

Edukt 2

HCID 5054ResorcinolHCID 69484Ethyl 4-chloroacetoacetate

Produkt 1

HCID 53988464-(chloromethyl)-7-hydroxy-2H-chromen-2-oneAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Under ice-cooling, ethyl 4-chloroacetoacetate (14.0 g, 85.0 mmol) was dissolved in concentrated sulfuric acid (30 mL), resorcinol (8.81 g, 80.0 mmol) was added by small portions, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was poured into ice water, and the precipitated solid was collected by filtration, washed with water, and air-dried to give the title compound (14.1 g, yield 84%) as a beige powder.

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-fe0b5de1698444ec8b5a4db7374edae3
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732626B2

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