4-Phenyl-3-butyn-2-one → HCID 178467506, Verbindung

HRID 1605001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1605001
[C:1]([C:4]#[C:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:3])[CH3:2].C[Si]([N:16]=[N+:17]=[N-:18])(C)C>CCOCC>[C:1]([C:4]1[N:16]=[N:17][NH:18][C:5]=1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 745554-Phenyl-3-butyn-2-oneHCID 78378Azidotrimethylsilane

Produkt 1

HCID 178467506HCID 178467506, VerbindungAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 30 g (0.21 mole) of acetylphenyl-acetylene and 24 g (0.21 mole) of trimethylsilyl azide was heated at 140°C for 24 hours. It was then cooled, dissolved in ether, and extracted with dilute sodium hydroxide. This aqueous layer was separated and made acidic with dilute HCl. The precipitate was recrystallized from benzene-petroleum ether to give 11 g (28%) of 4-acetyl-5-phenyltriazole, m.p. 117°-118°C.

Aufarbeitung

  1. temperatureIt was then cooled
  2. extractionextracted with dilute sodium hydroxide
  3. customThis aqueous layer was separated
  4. customThe precipitate was recrystallized from benzene-petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-f2185ea8cde04abfa1f50b48c71660f9
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03948932

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