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Diphenyl Ether → 9-Methoxy-2-methyl-7h-furo[3,2-g]chromen-7-one

HRID 1448518
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1448518
[CH3:1][CH:2]1[O:17][C:5]2=[C:6]([O:15][CH3:16])[C:7]3[O:12][C:11](=[O:13])[CH:10]=[CH:9][C:8]=3[CH:14]=[C:4]2[CH2:3]1.C1(OC2C=CC=CC=2)C=CC=CC=1>[Pd]>[CH3:16][O:15][C:6]1[C:7]2[O:12][C:11](=[O:13])[CH:10]=[CH:9][C:8]=2[CH:14]=[C:4]2[CH:3]=[C:2]([CH3:1])[O:17][C:5]=12
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Komponenten

4

Edukt 2

HCID 7583Diphenyl EtherHCID 203802232-methyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one

Produkt 1

HCID 1653069-Methoxy-2-methyl-7h-furo[3,2-g]chromen-7-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

To a solution of 0.70 g. (3.02 mmoles) of 2-methyl-9-methoxy-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one in 15 ml. of diphenyl ether was added 0.70 g. of 10% Pd/C. The mixture was heated under reflux for 6.0 hours, cooled, and filtered over Celite (washing with methanol). The methanol was removed from the filtrate by rotary evaporation, and the remaining solution of the product in diphenyl ether was diluted with 200 ml. of pet. ether. After standing overnight, the solid which separated was filtered off and washed with pet. ether to yield 9-methoxy-2-methyl-7H-furo[3,2-g][1]benzopyran-7-one. Recrystallization from ethanol afforded an analytical sample, mp 149°-150°.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6.0 hours
  3. temperaturecooled
  4. filtrationfiltered over Celite (washing with methanol)
  5. customThe methanol was removed from the filtrate by rotary evaporation
  6. additionthe remaining solution of the product in diphenyl ether was diluted with 200 ml
  7. customthe solid which separated
  8. filtrationwas filtered off
  9. washwashed with pet. ether

Quellen und Nachweise

ORD-Eintrag
ord-7cd132baa8c945c6b94a061603f711fe
Quelldatensatz
uspto-grants-1979_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04180659

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