Salicylic Acid → 1,3-Dihydroxy-xanthone

HRID 83092

Reaktionsgleichung

Reaktionsgleichung von HRID 83092
[C:1](O)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)O.[C:11]1([CH:19]=[C:17]([OH:18])[CH:16]=[C:14]([OH:15])[CH:13]=1)[OH:12]>>[OH:12][C:11]1[C:19]2[C:1](=[O:9])[C:2]3[C:8](=[CH:7][CH:6]=[CH:5][CH:3]=3)[O:18][C:17]=2[CH:16]=[C:14]([OH:15])[CH:13]=1

Komponenten

3

Edukt 2

HCID 338Salicylic AcidHCID 359Phloroglucinol

Produkt 1

HCID 54881931,3-Dihydroxy-xanthoneAusbeute 93,4 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Salicylic acid (1.25 g, 9.1 mmol), phloroglucinol (1.26 g, 10 mmol), ZnCl□(3.1 g, 22.8 mmol) and POCl□ (8 mL) were charged to a dry round-bottom flask, and the reaction mixture was stirred at 80° C. for 4 hours. After the reaction was completed, the reaction mixture was cooled to room temperature and was very slowly added to ice water. When the reaction liquid was poured in ice water, ice was added portionwise to prevent overheating. The resulting precipitate was allowed to stand at 4° C. overnight, combined, washed with water and ether, and then dried under reduced pressure to give a reddish brown solid compound (1.94 g, 93%).

Aufarbeitung

  1. temperaturethe reaction mixture was cooled to room temperature
  2. customWhen the reaction liquid
  3. additionice was added portionwise
  4. waitto stand at 4° C. overnight
  5. washwashed with water and ether
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d4c5ccb4eec247519b3c0bf411d20f5b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846749B2

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