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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1359623Erstellt: 25. Oktober 2026

O-Toluidine → 2-Methyl-6-pentafluoroethylaniline

https://huagongshe.com/reaction/1359623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
EduktIodopentafluoroethaneHCID 9636—
EduktSodium BicarbonateHCID 516892—
EduktSodium BisulfiteHCID 23665763—
KatalysatorZincHCID 23994—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Methyl-6-pentafluoroethylanilineHCID 22734582—

Reaktionsschritte

To a two-layer system liquid mixture of 10 ml of water and 10 ml of tetrahydrofuran were added 1.07 g (10 mmoles) of 2-toluidine, 2.46 g (10 mmoles) of perfluoroethyl iodide, 1.04 g (10 mmoles) of sodium hydrogen sulfite, 0.65 g (10 mmoles) of zinc and 0.84 g (10 mmoles) of sodium hydrogen carbonate, and the resulting mixture was stirred at room temperature for 3 hours. The organic layer was dried with magnesium sulfate. The gas chromatographic analysis of the organic layer showed that, in terms of area percentage, remaining starting materials were 46%; as for the products, 2-methyl-4-pentafluoroethylaniline was 41% and 2-methyl-6-pentafluoroethylaniline was 8%, the ratio being about 5:1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06600074B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-5dafb6339d4d4153a94df00bbc3b1443
Quellennotizuspto-grants-2003_07