反応 #1447126

反応方程式

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

収率 38.4%

溶媒

ethyl acetate water

acetonitrile

反応条件

後処理

1. 1
   その他the organic phase was separated off
2. 2
   洗浄washed with 10 ml of saturated ammonium chloride solution and subsequently with 10 ml of water
3. 3
   その他Separation, concentration
4. 4
   その他drying of the organic phase
5. 5
   その他gave 950 mg of crude product
6. 6
   その他Column-chromatographic purification on silica gel 60 (petroleum ether/ethyl acetate 10:1→ethyl acetate)

実験手順

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].

出典