Acetic Anhydride → HCID 13298921, Verbindung

HRID 1646421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1646421
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH2:13][CH:14]=[CH2:15])[C:11]=1[OH:12])[O:8][C:7](=[O:16])[CH:6]=[CH:5]2.[C:17](O[Na])([CH3:19])=[O:18].C(OC(=O)C)(=O)C>O>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH2:13][CH:14]=[CH2:15])[C:11]=1[O:12][C:17](=[O:18])[CH3:19])[O:8][C:7](=[O:16])[CH:6]=[CH:5]2

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 13298918HCID 13298918, VerbindungHCID 178418247HCID 178418247, Verbindung

Produkt 1

HCID 13298921HCID 13298921, VerbindungAusbeute 129,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

In such a manner a mixture of 6-methyl-7-hydroxy-8-allylcoumarin (VII) (6.3 g), anhydrous AcONa (1.5 g) and acetic anhydride (40 ml) was refluxed for 1 h. The reaction mixture was gently diluted with water (40 ml), refluxed for 10 min and then poured into H2O (300 ml) yielding a precipitate, which was collected by filtration and washed several times with H2O. The dried product was crystallized from MeOH yielding 6-methyl-7-acetoxy-8-allylcoumarin (X) (6.1 g; m.p. 110°-11° C.). ##STR15##

Aufarbeitung

  1. temperaturewas refluxed for 1 h
  2. temperaturerefluxed for 10 min
  3. customyielding a precipitate, which
  4. filtrationwas collected by filtration
  5. washwashed several times with H2O
  6. customThe dried product was crystallized from MeOH

Quellen und Nachweise

ORD-Eintrag
ord-1e4fe41bfce74b06983c9687fc415827
Quelldatensatz
uspto-grants-1993_01
Patentnummer
US05179217

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