1-(Triphenylphosphoranylidene)acetone → 1-Acetonylidene-4,6-dimethylbenzocyclobutene

HRID 236248

Reaktionsgleichung

Reaktionsgleichung von HRID 236248
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2[C:6](=O)[CH2:7][C:4]=2[CH:3]=1.C1(P(=[CH:31][C:32](=[O:34])[CH3:33])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH:31](=[C:6]1[C:5]2=[C:9]([CH3:11])[CH:10]=[C:2]([CH3:1])[CH:3]=[C:4]2[CH2:7]1)[C:32]([CH3:33])=[O:34]

Komponenten

3

Edukt 2

HCID 150381-(Triphenylphosphoranylidene)acetoneHCID 3023273,5-Dimethylbicyclo[4.2.0]octa-1,3,5-trien-7-one

Produkt 1

HCID 679131421-Acetonylidene-4,6-dimethylbenzocyclobuteneAusbeute 81 %

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

4,6-Dimethylbenzocyclobut-en-1-one (5.5 g, 38 mmol) and triphenylphosphoranylidene-2-propanone (15.0 g, 47 mmol) were heated together with stirring at 180° C. for 0.5 hours. After cooling the mixture was triturated with ether, filtered and the filtrate evaporated to give 1-acetonylidene-4,6-dimethylbenzocyclobutene as a pale brown solid (5.7 g, 81%). Pmr spectrum (CDCl3, δ in ppm): 2.30 (6H, s); 2.35 (3H,s); 3.94 (2H, s); 6.25 (1H, s); 6.86 (2H, s).

Aufarbeitung

  1. temperatureAfter cooling the mixture
  2. customwas triturated with ether
  3. filtrationfiltered
  4. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-233aa3ebb40449d3ad414991079505ab
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04643763

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