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Hydrochloric Acid → HCID 54568363, Verbindung

HRID 1110407
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1110407
[Mg].[CH:2]1([C:5]([C:23]2[CH:28]=[CH:27][C:26]([O:29][C:30]([F:33])([F:32])[F:31])=[CH:25][CH:24]=2)=[CH:6][CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:10]=2)[CH2:4][CH2:3]1.C(OCC)(=O)C.Cl>CO>[CH:2]1([CH:5]([C:23]2[CH:24]=[CH:25][C:26]([O:29][C:30]([F:33])([F:31])[F:32])=[CH:27][CH:28]=2)[CH:6]=[CH:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:10]=2)[CH2:4][CH2:3]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 5462224MagnesiumHCID 54088045HCID 54088045, Verbindung

Produkt 1

HCID 54568363HCID 54568363, VerbindungAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

A stirred mixture of 1.64 grams (0.068 mole) of magnesium turnings in 200 mL of methanol was warmed to reflux, and a solution of 3.0 grams (0.0068 mole) of 1-cyclopropyl-1-(4-trifluoromethoxyphenyl)-4-(4-fluoro-3-phenoxyphenyl)-1,3-butadiene was added dropwise. Upon completion of addition the reaction mixture was heated at reflux for one hour. The reaction mixture was cooled and stirred with ethyl acetate and aqueous 3N hydrochloric acid. The mixture was filtered, the organic layer was separated from the filtrate, and it was washed in turn with aqueous 1N hydrochloric acid and water. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure yielding 2.5 grams of 1-cyclopropyl-1-(4-trifluoromethoxyphenyl)-4-(4-fluoro-3-phenoxyphenyl)-2-butene.

Aufarbeitung

  1. temperaturewas warmed
  2. temperatureto reflux
  3. additionUpon completion of addition the reaction mixture
  4. temperaturewas heated
  5. temperatureat reflux for one hour
  6. temperatureThe reaction mixture was cooled
  7. filtrationThe mixture was filtered
  8. customthe organic layer was separated from the filtrate, and it
  9. washwas washed in turn with aqueous 1N hydrochloric acid and water
  10. dry with materialThe organic layer was dried with magnesium sulfate
  11. filtrationfiltered
  12. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-33aae953065d4f948a94a92d6f0f76b2
Quelldatensatz
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04975451

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