1-Chloro-4-(trifluoromethyl)benzene → 4-trifluoromethyl-cinnamic Acid Butyl Ester

HRID 1266630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1266630
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.[CH2:12]([O:16][C:17](=[O:20])[CH:18]=[CH2:19])[CH2:13][CH2:14][CH3:15].C(=O)([O-])[O-].[Na+].[Na+].C12(PC34CC(CC3)CC4)CC(CC1)CC2>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(N(C)C)=O.Cl[Pd]Cl>[CH2:12]([O:16][C:17](=[O:20])[CH:18]=[CH:19][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1)[CH2:13][CH2:14][CH3:15]

Komponenten

8

Edukt 4

HCID 73941-Chloro-4-(trifluoromethyl)benzeneHCID 8846Butyl AcrylateHCID 10340Sodium CarbonateHCID 22679109HCID 22679109, Verbindung

Produkt 1

HCID 698960514-trifluoromethyl-cinnamic Acid Butyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24290Palladium ChlorideKatalysatorHCID 74236Tetrabutylammonium BromideKatalysatorHCID 31374DimethylacetamideLösungsmittel3×

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

4-chlorobenzotrifluoride (0.71 g, 5 mmols), acrylic acid butyl ester (0.97 g, 7.6 mmols), sodium carbonate (0.81 g, 7.6 mmols), tetrabutylammonium bromide (161 mg, 0.5 mmol) and 4 ml DMA are placed under argon in a reaction flask and heated to 130° C. Afterwards, 22 mg of dinorbornyl phosphine in 1 ml of DMA and 0.2 ml of a 0.25 M PdCl2 solution in DMA are dispensed in after one another. The reaction mixture is stirred for 10 hours at 130° C. and then cooled. The yield determined in the reaction mixture by gas chromatography is 95% (GC).

Aufarbeitung

  1. temperaturecooled

Quellen und Nachweise

ORD-Eintrag
ord-c1b0239beb084960953ecdd8dd89130a
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06548684B2

Notizen zur Reaktion

Wird geladen…