Potassium Carbonate → 7-[(4-Nitrophenyl)methoxy]-3-phenylchromen-4-one

HRID 1605177Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605177
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:8][O:9]2)=[CH:4][CH:3]=1.[N+:19]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26]I)=[CH:24][CH:23]=1)([O-:21])=[O:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N+:19]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26][O:1][C:2]2[CH:11]=[C:10]3[C:5]([C:6](=[O:18])[C:7]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)=[CH:8][O:9]3)=[CH:4][CH:3]=2)=[CH:24][CH:23]=1)([O-:21])=[O:20]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 76598alpha-Iodo-p-nitrotolueneHCID 53768917-Hydroxyisoflavone

Produkt 1

HCID 15228077-[(4-Nitrophenyl)methoxy]-3-phenylchromen-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

10.5 g of 7-hydroxy-isoflavone in 200 ml of anhydrous acetone are boiled for 2 hours with 11.8 g of p-nitrobenzyl iodide in the presence of 5.7 g of anydrous potassium carbonate under a reflux condenser. On distilling off about half of the volume of acetone, the residue is poured into 1000 ml of water. The precipitating crude product is subjected to suction and recrystallized from glacial acetic acid, affording light yellow plates of 7-p-nitrobenzyloxy-isoflavone, m.p. 225°-226°C.

Aufarbeitung

  1. distillationOn distilling off about half of the volume of acetone
  2. additionthe residue is poured into 1000 ml of water
  3. customrecrystallized from glacial acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-16f57ac4453e480490a98eddf4981b5f
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03949085

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