StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Hydrochloric Acid → 4-Ethyl-3-(3-chlorophenyl)-1-(3-isopropylphenyl)pyrrolidine-2-one

HRID 486299
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 486299
[CH2:1]([C:3]1[CH2:7][N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([CH3:16])[CH3:15])[CH:9]=2)[C:5](=[O:17])[C:4]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)[CH3:2].B.[Na].CO.Cl>O1CCCC1>[CH2:1]([CH:3]1[CH2:7][N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([CH3:16])[CH3:15])[CH:9]=2)[C:5](=[O:17])[CH:4]1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 117275204-Ethyl-3-(3-chlorophenyl)-1-(3-isopropylphenyl)-3-pyrroline-2-oneHCID 178418435HCID 178418435, Verbindung

Produkt 1

HCID 190978064-Ethyl-3-(3-chlorophenyl)-1-(3-isopropylphenyl)pyrrolidine-2-oneAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5.0 g (14.7 mmol) of 4-ethyl-3-(3-chlorophenyl)-1-(3-isopropylphenyl)-3-pyrroline-2-one synthesized in Example 4 and 0.56 g (14.7 mmol) of sodium boron hydride were dissolved in 70 ml of tetrahydrofuran, and 11 ml of methanol were slowly added to the solution over about 1 hour, while the solution was heated under reflux. Reaction was allowed to proceed at the same temperature for further 1 hour, and the reaction mixture was then poured into 1 N hydrochloric acid, followed by extraction with ethyl acetate. The resultant organic layer was washed with water, an aqueous saturated sodium bicarbonate solution and water in this order, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and n-hexane was then added to the resultant residue to achieve crystallization, followed by recrystallization from etherpetroleum ether, thereby obtaining 4.5 g of the desired product in the state of colorless crystals (yield 90%). m.p. 88.5°-90.0° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customReaction
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe resultant organic layer was washed with water
  6. dry with materialan aqueous saturated sodium bicarbonate solution and water in this order, and then dried over magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure, and n-hexane
  8. additionwas then added to the resultant residue
  9. customcrystallization
  10. customfollowed by recrystallization from etherpetroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-bfafabb2be224685bf37f010c8a60413
Quelldatensatz
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05290949

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion