Ammonium Chloride → 1-(1-Phenylcyclopropyl)ethan-1-one

HRID 1166611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1166611
CN(C)[C:3]([C:5]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:7][CH2:6]1)=[O:4].[CH3:15][Li].[Cl-].[NH4+]>C1COCC1>[C:8]1([C:5]2([C:3](=[O:4])[CH3:15])[CH2:7][CH2:6]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 18000813HCID 18000813, VerbindungHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 122572631-(1-Phenylcyclopropyl)ethan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

4.34 g of 27 is dissolved in 189 ml of THF, cooled to −10° C., and 21.5 ml of methyllithium solution (1.6 M in diethyl ether) is added in drops under nitrogen. It is stirred for 2 hours at this temperature, and the reaction mixture is then poured into saturated ammonium chloride solution. After extraction with ethyl acetate, the organic phase is dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 3.7 g of title compound 28 is obtained as a yellowish oil.

Aufarbeitung

  1. extractionAfter extraction with ethyl acetate
  2. customthe organic phase is dried on sodium sulfate
  3. concentrationconcentrated by evaporation
  4. customThe residue is chromatographed on silica gel with ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-0ab13ffa5f604d4db40a866c0f150629
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06613920B1

Notizen zur Reaktion

Wird geladen…