O-Toluidine → 2-Methyl-6-pentafluoroethylaniline

HRID 1359623

Reaktionsgleichung

Reaktionsgleichung von HRID 1359623
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.[F:9][C:10](I)([F:15])[C:11]([F:14])([F:13])[F:12].S([O-])(O)=O.[Na+].C(=O)([O-])O.[Na+]>[Zn].O1CCCC1.O>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:10]([F:15])([F:9])[C:11]([F:14])([F:13])[F:12])[C:2]=1[NH2:1]

Komponenten

8

Edukt 4

HCID 7242O-ToluidineHCID 9636IodopentafluoroethaneHCID 516892Sodium BicarbonateHCID 23665763Sodium Bisulfite

Produkt 1

HCID 227345822-Methyl-6-pentafluoroethylaniline

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. dry with materialThe organic layer was dried with magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-5dafb6339d4d4153a94df00bbc3b1443
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06600074B2

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