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Benzene, 1-bromo-3-(trifluoromethyl)- → [3-(Trifluoromethyl)phenyl](3-methoxyphenyl)amine

HRID 660
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 660
COc1cccc(N)c1.FC(F)(F)c1cccc(Br)c1>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.COc1ccccc1.[Na+].[Pd]>COc1cccc(Nc2cccc(C(F)(F)F)c2)c1
KomponentenReaktionsbedingungenVersuchsvorschriftQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 2

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 108243-Methoxyaniline

Produkt 1

HCID 82537028[3-(Trifluoromethyl)phenyl](3-methoxyphenyl)amineAusbeute 0 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23676156Sodium t-butoxideReagenzHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
Katalysator
HCID 4144353Palladium (II) acetateKatalysator
HCID 7519AnisoleLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

PdOAc2 (8 mg, 0.04 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (40 mg, 0.07 mmol) were added to a dried vial. The vial was caped with a septa-cap and inerted with nitrogen. Degassed anisole (2 mL)was added and the catalyst mixture was heated to 50ºC for 30 minutes, then cooled down to rt. A dry 2ml microwave vial was charged with sodium 2-methylpropan-2-olate (52 mg, 0.54 mmol). It was caped and inerted with nitrogen. A degassed mixture of 1-bromo-3-(trifluoromethyl)benzene (50 µL, 0.36 mmol) and 3-methoxyaniline (50 µL, 0.45 mmol) in anisole (2 mL) wad added at rt. The catalyst solution was added to the reaction mixture. The nitrogen inlet was removed and the vial was inserted into an alumina block at 100°C. The reaction was stirred over night. After 19h, the reaction was cooled down and filtered through celite. The filtrate was concentrated. Large amounts of anisole was present. No product was detected by LCMS. The sample was descarded.

Quellen und Nachweise

ORD-Eintrag
ord-09a52aa0a68e4624905d84eed602571e
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
Quelle ansehen

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