Formamide → m-(Trifluoromethyl)benzamide

HRID 2306135

Reaktionsgleichung

Reaktionsgleichung von HRID 2306135
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1.[F:25][C:26]([F:35])([F:34])[C:27]1[CH:28]=[C:29](Br)[CH:30]=[CH:31][CH:32]=1.[CH:36]([NH2:38])=[O:37].C(OCCOCCOCCCC)CCC>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.C(OCC)C.O>[F:25][C:26]([F:35])([F:34])[C:27]1[CH:28]=[C:29]([CH:30]=[CH:31][CH:32]=1)[C:36]([NH2:38])=[O:37]

Komponenten

9

Edukt 5

HCID 713FormamideHCID 795ImidazoleHCID 8210Diethylene glycol dibutyl etherHCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 11776Triphenylphosphine

Produkt 1

HCID 74535m-(Trifluoromethyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6102075Dichlorobis(triphenylphosphine)palladiumKatalysatorHCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

0.491 g of bis(triphenylphosphine)-palladium(II)chloride, 0.371 g of triphenylphosphine and 2.6 g of imidazole are placed in a 200 ml glass autoclave, and then 8.01 g of 3-(trifluoromethyl)bromobenzene, 25 ml of formamide and 810.3 mg of diethylene glycol dibutylether are added as an internal gas chromatography (GC) standard. The autoclave is closed, flushed with nitrogen three times and then 5 bars carbon monoxide are applied. The reaction mixture is heated to 120° C. and stirred for 14 hours. The mixture is then cooled and the content determined by GC (0.8 ml of reaction mixture mixed with 5 ml of water, then 2 ml of diethylether added, and GC determination effected with the organic phase). The yield of title compound is 82% by weight.

Aufarbeitung

  1. customThe autoclave is closed
  2. customflushed with nitrogen three times
  3. temperatureThe mixture is then cooled
  4. custom0.8 ml of reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-6b3dc407506d4a38a3ba8739779bc9a8
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06441233B1

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