Hydrochloric Acid → 7-Bromochromone

HRID 1751401Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751401
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:15])/[CH:10]=[CH:11]/N(C)C)=[C:5]([OH:16])[CH:4]=1>ClCCl>[Br:2][C:3]1[CH:4]=[C:5]2[C:6]([C:9](=[O:15])[CH:10]=[CH:11][O:16]2)=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 11737295(E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

Produkt 1

HCID 186867527-BromochromoneAusbeute 100.000 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of concentrated hydrochloric acid (30 mL) was added to a solution of (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one (10.4 g, 38.5 mmol) in dichloromethane (250 mL). The mixture was heated at reflux for 30 minutes and cooled to room temperature. The aqueous phase was extracted with dichloromethane (20 mL). The combined organic phases were washed with saturated sodium bicarbonate (50 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to yield 7-bromo-4H-chromen-4-one (8.7 g, 38.5 mol, 100%).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 30 minutes
  3. extractionThe aqueous phase was extracted with dichloromethane (20 mL)
  4. washThe combined organic phases were washed with saturated sodium bicarbonate (50 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7a1acb49fd9f44058ade568147b52fcd
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156823B2

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