Reaktion #1447126

Reaktionsgleichung

2-trifluoromethylbenzoic acid

2-(3,3-dimethyl-but-1-ynyl)phenylamine

N,N-diisopropylethylamine

PyBrOP

→

N-[2-(3,3-dimethylbut-1-ynyl)phenyl]-2-trifluoromethylbenzamide

Ausbeute 38.4%

Lösungsmittel

ethyl acetate water

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic phase was separated off
2. 2
   Waschenwashed with 10 ml of saturated ammonium chloride solution and subsequently with 10 ml of water
3. 3
   SonstigeSeparation, concentration
4. 4
   Sonstigedrying of the organic phase
5. 5
   Sonstigegave 950 mg of crude product
6. 6
   SonstigeColumn-chromatographic purification on silica gel 60 (petroleum ether/ethyl acetate 10:1→ethyl acetate)

Vorschrift

190 mg (1.0 mmol) of 2-trifluoromethylbenzoic acid, 178 mg (0.83 mmol) of 2-(3,3-dimethyl-but-1-ynyl)phenylamine, 215 mg (1.67 mmol) of N,N-diisopropylethylamine and 583 mg (1.25 mmol) of PyBrOP in 8 ml of acetonitrile were stirred at room temperature for 4 days. 10 ml of ethyl acetate/water 1:1 were added to the mixture and the organic phase was separated off and washed with 10 ml of saturated ammonium chloride solution and subsequently with 10 ml of water. Separation, concentration and drying of the organic phase gave 950 mg of crude product. Column-chromatographic purification on silica gel 60 (petroleum ether/ethyl acetate 10:1→ethyl acetate) gave 110 mg of N-[2-(3,3-dimethylbut-1-ynyl)phenyl]-2-trifluoromethylbenzamide [logP (pH 2.3)=4.55].

Quelle