Malonic Acid → HCID 20517749, Verbindung

HRID 2198878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2198878
[C:1]([OH:4])(=[O:3])[CH3:2].O[C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15](C=O)[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1.[C:23](O)(=O)[CH2:24][C:25]([OH:27])=[O:26]>N1C=CC=CC=1>[C:1]([O:4][C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15]([C:24](=[CH2:23])[C:25]([OH:27])=[O:26])[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 867Malonic Acid2×HCID 867372399-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate

Produkt 1

HCID 20517749HCID 20517749, VerbindungAusbeute 25,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 9-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate (10.0 g, 0.0354 m) and malonic acid (4.0 g, 0.0354 m) in pyridine (100 ml) is refluxed for 45 minutes. Additional malonic acid (1.0 g, 0.00885 m, 0.25 eq.) is added and the reaction refluxed for 30 minutes. The solvent is removed under reduced pressure to give a sludge from which product crystallizes on the addition of acetone. After filtering the product, recrystallization from DMF gives cocoa crystals (2.75 g, 24%), m.p. dec>290° C.

Aufarbeitung

  1. temperatureis refluxed for 45 minutes
  2. temperaturethe reaction refluxed for 30 minutes
  3. customThe solvent is removed under reduced pressure
  4. customto give a sludge from which product
  5. customcrystallizes on the addition of acetone
  6. filtrationAfter filtering
  7. customthe product, recrystallization from DMF

Quellen und Nachweise

ORD-Eintrag
ord-e4e8062f30fa48399586d60bb6ab6171
Quelldatensatz
uspto-grants-1982_11
Patentnummer
US04360527

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