Vinyl propanoate → 2-Hydroxyphenyl 2-vinyloxyphenyl ketone

HRID 15691

Reaktionsgleichung

Reaktionsgleichung von HRID 15691
C(=O)([O-])[O-].[Na+].[Na+].OC1C=CC=CC=1C(C1C=CC=CC=1O)=O.C(OC=C)(=O)CC.[CH:30]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=1[O:47]C=C)=[O:40])=[CH2:31]>C1(C)C=CC=CC=1>[CH:30]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=1[OH:47])=[O:40])=[CH2:31]

Komponenten

6

Edukt 4

HCID 7750Vinyl propanoateHCID 10340Sodium CarbonateHCID 700382,2'-DihydroxybenzophenoneHCID 10106957Bis(2-vinyloxyphenyl) ketone

Produkt 1

HCID 229357632-Hydroxyphenyl 2-vinyloxyphenyl ketone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a mixture of di-μ-chlorobis(1,5-cyclooctadiene)diiridium(I) [Ir(cod)Cl]2 (3.81 g, 5.7 mmol) and sodium carbonate (24.9 g, 0.23 mol)) in toluene (280 ml) were added 2,2′-dihydroxybenzophenone (0.19 mmol) and vinyl propionate (0.75 mol), followed by stirring at 100° C. in an atmosphere of argon gas for 10 hours. The reaction mixture was analyzed by gas chromatography to find that bis(2-vinyloxyphenyl) ketone [i.e., bis(2-vinyloxyphenyl)methanone] and 2-hydroxyphenyl 2-vinyloxyphenyl ketone [i.e., 2-hydroxyphenyl(2-vinyloxyphenyl)methanone] were formed in yields of 82% and 5%, respectively, with a conversion from 2,2′-dihydroxybenzophenone of 99%.

Quellen und Nachweise

ORD-Eintrag
ord-2215ba69eddc4da69d446f5740d3620f
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732645B2

Verknüpfte Notizen

Wird geladen…