Malic Acid → 7-Hydroxy-8-methyl coumarin

HRID 1068546

Reaktionsgleichung

Reaktionsgleichung von HRID 1068546
[CH3:1][C:2]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4].C(O)(=O)[CH:11]([CH2:13][C:14](O)=O)[OH:12]>S(=O)(=O)(O)O>[OH:4][C:3]1[C:2]([CH3:1])=[C:8]2[C:7]([CH:14]=[CH:13][C:11](=[O:12])[O:9]2)=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 525Malic AcidHCID 118432-Methylresorcinol

Produkt 1

HCID 53809787-Hydroxy-8-methyl coumarinAusbeute 20,64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-methyl resorcinol (0.161 mmol, 20.024 g) and malic acid (0.165 mmol, 22.129 g) were dissolved in concentrated sulfuric acid. The reaction mixture was stirred at 80° C. for 24 h. The resulting solution was then poured over crushed ice, and the precipitate was collected by vacuum filtration. The precipitate was then washed with 5% NaHCO3 and again collected by vacuum filtration yielding an orange-yellow solid in a 20.64% yield.

Aufarbeitung

  1. additionThe resulting solution was then poured
  2. customover crushed ice
  3. filtrationthe precipitate was collected by vacuum filtration
  4. washThe precipitate was then washed with 5% NaHCO3
  5. filtrationagain collected by vacuum filtration
  6. customyielding an orange-yellow solid in a 20.64% yield

Quellen und Nachweise

ORD-Eintrag
ord-d93ca7e08a9f450c957313863ec655d2
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06251644B1

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