반응 #1138434

반응 방정식

4-Methyl-3-nitrobenzoic acid

HATU

DIPEA

3-(trifluoromethyl)aniline

→

title compound

수율 74.0%

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

수율 74.0%

용매

dimethyl formamide

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with a saturated aqueous sodium bicarbonate solution and saline
2. 2
   기타The organic layer thus obtained
3. 3
   건조was dried over anhydrous sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated 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
   여과The resulting solid was filtered under reduced pressure
9. 9
   세척washed with ethyl acetate and methanol
10. 10
    기타The filtered solid was dried
11. 11
    온도with warm wind in an oven (40° C.) for 3 hours or more

실험 절차

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%).

출처