반응 #1447126

반응 방정식

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

수율 38.4%

용매

ethyl acetate water

acetonitrile

반응 조건

후처리

1. 1
   기타the organic phase was separated off
2. 2
   세척washed with 10 ml of saturated ammonium chloride solution and subsequently with 10 ml of water
3. 3
   기타Separation, concentration
4. 4
   기타drying of the organic phase
5. 5
   기타gave 950 mg of crude product
6. 6
   기타Column-chromatographic purification on silica gel 60 (petroleum ether/ethyl acetate 10:1→ethyl acetate)

실험 절차

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].

출처