反応 #1138434

反応方程式

4-Methyl-3-nitrobenzoic acid

HATU

DIPEA

3-(trifluoromethyl)aniline

→

title compound

収率 74.0%

4-methyl-3-nitro-N-(3-(trifluoromethyl)phenyl)benzamide

収率 74.0%

溶媒

dimethyl formamide

ethyl acetate

反応条件

後処理

1. 1
   洗浄washed with a saturated aqueous sodium bicarbonate solution and saline
2. 2
   その他The organic layer thus obtained
3. 3
   乾燥was dried over anhydrous sodium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated under reduced pressure
6. 6
   workup.ADDITIONThe concentrated solid was added with ethyl acetate
7. 7
   workup.STIRRINGstirred for 2 hours or more
8. 8
   ろ過The resulting solid was filtered under reduced pressure
9. 9
   洗浄washed with ethyl acetate and methanol
10. 10
    その他The filtered solid was dried
11. 11
    温度with warm wind in an oven (40° C.) for 3 hours or more

実験手順

4-Methyl-3-nitrobenzoic acid (14.6 g, 81.0 mmol) was stirred in a solvent of dimethyl formamide (40 mL). The reaction solution was added with HATU (47.2 g, 124 mmol), DIPEA (32.5 mL, 186 mmol) and 3-(trifluoromethyl)aniline (7.72 mL, 62.1 mmol), followed by stirring for about 12 hours at room temperature. The reaction mixture was diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated solid was added with ethyl acetate, and stirred for 2 hours or more. The resulting solid was filtered under reduced pressure, and washed with ethyl acetate and methanol. The filtered solid was dried with warm wind in an oven (40° C.) for 3 hours or more to obtain the title compound (14.9 g, 74%).

出典