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Magnesium → 1-Cyclopropyl-1-(4-chlorophenyl)-4-cyano-4-(3-phenoxyphenyl)butane

HRID 1588879
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1588879
[CH:1]1([CH:4]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH2:5][CH:6]=[C:7]([C:21]#[N:22])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:9]=2)[CH2:3][CH2:2]1.[Mg]>CO.Cl>[CH:1]1([CH:4]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH2:5][CH2:6][CH:7]([C:21]#[N:22])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:9]=2)[CH2:3][CH2:2]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 5462224MagnesiumHCID 544107201-Cyclopropyl-1-(4-chlorophenyl)-4-cyano-4-(3-phenoxyphenyl)-3-butene

Produkt 1

HCID 197548591-Cyclopropyl-1-(4-chlorophenyl)-4-cyano-4-(3-phenoxyphenyl)butaneAusbeute 87,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 0.9 gram (0.002 mole) of 1-cyclopropyl-1-(4-chlorophenyl) -4-cyano-4-(3-phenoxyphenyl)-3-butene in 15 ml of methanol was stirred, and 0.5 gram (0.002 mole) of magnesium was added. The reaction mixture was stirred for about one hour at which time an exothermic reaction occurred. The reaction mixture was cooled to 0° C. where it was stirred for one hour, and then it was allowed to warm to ambient temperature where it stirred for two hours. After this time the reaction mixture was diluted with 20 ml of aqueous 10% hydrochloric acid, and the mixture was extracted with diethyl ether. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 0.7 gram of 1-cyclopropyl-1-(4-chlorophenyl)-4-cyano-4-(3-phenoxyphenyl)butane. The nmr spectrum was consistent with the proposed structure.

Aufarbeitung

  1. customan exothermic reaction
  2. stirringwas stirred for one hour
  3. temperatureto warm to ambient temperature where it
  4. stirringstirred for two hours
  5. extractionthe mixture was extracted with diethyl ether
  6. dry with materialThe combined extracts were dried with magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e8ef1404c248414b9abcee41d4f2b800
Quelldatensatz
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05223536

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