1-phenyl-5-(1-phenyl-1H-pyrazol-5-yl)penta-1,4-diyn-3-ol → 1-phenyl-5-(1-phenyl-1H-pyrazol-5-yl)penta-1,4-diyn-3-one

HRID 1747827Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1747827
[C:1]1([C:7]#[C:8][CH:9]([OH:23])[C:10]#[C:11][C:12]2[N:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>ClCCl.[O-2].[O-2].[Mn+4]>[C:1]1([C:7]#[C:8][C:9](=[O:23])[C:10]#[C:11][C:12]2[N:16]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 1

HCID 895864351-phenyl-5-(1-phenyl-1H-pyrazol-5-yl)penta-1,4-diyn-3-ol

Produkt 1

HCID 895861451-phenyl-5-(1-phenyl-1H-pyrazol-5-yl)penta-1,4-diyn-3-oneAusbeute 62,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-phenyl-5-(1-phenyl-1H-pyrazol-5-yl)penta-1,4-diyn-3-ol (0.50 g) in dichloromethane (20.0 mL) was added manganese dioxide (0.438 g), and the mixture was heated under reflux for 2 hr. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane) to give the title compound (0.310 g).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hr
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-c81666c7b4bf4fa88a26ffbf8868fad2
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150588B2

Notizen zur Reaktion

Wird geladen…