Phosphoric Acid → 8-Methoxypsoralen

HRID 66069

Reaktionsgleichung

Reaktionsgleichung von HRID 66069
C(O[C:5]1[C:14]([O:15][CH3:16])=[C:13]2[C:8]([CH:9]=[CH:10][C:11](=[O:17])[O:12]2)=[CH:7][C:6]=1[CH:18]=[CH:19][O:20]C(=O)C)(=O)C.P(=O)(O)(O)O>>[CH3:16][O:15][C:14]1[C:13]2[O:12][C:11](=[O:17])[CH:10]=[CH:9][C:8]=2[CH:7]=[C:6]2[CH:18]=[CH:19][O:20][C:5]=12

Komponenten

3

Edukt 2

HCID 1004Phosphoric AcidHCID 537668087-Acetoxy-6-[2-acetoxyvinyl]-8-methoxycoumarin

Produkt 1

HCID 41148-Methoxypsoralen

Versuchsvorschrift

A solution of 40 mg. (.13 mmole) of 7-acetoxy-6-[2-acetoxyvinyl]-8-methoxycoumarin in 5 ml. of 85% phosphoric acid was heated at 90° for 30 minutes. The solution was cooled and partitioned between water/methylene chloride. The aqueous phase was further extracted with methylene chloride. The organic phases were combined, dried over sodium sulfate, and evaporated to afford pure 9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one, mp 145°-146°, as a crystalline white solid.

Aufarbeitung

  1. temperatureThe solution was cooled
  2. custompartitioned between water/methylene chloride
  3. extractionThe aqueous phase was further extracted with methylene chloride
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-cbcb6a7b3fe74b2e9b3fdaa7cece099d
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04130568

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