反応 #42475

反応方程式

methyl 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzoate

BINAP

cesium carbonate

butylamine

→

title compound

Methyl 3-(butylamino)-4-nitrobenzoate

溶媒

toluene

toluene

反応条件

後処理

1. 1
   温度The mixture was cooled to room temperature
2. 2
   ろ過filtered through diatomaceous earth
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他Purification by flash column chromatography (silica, 3:1 ethyl acetate/hexanes)

実験手順

To a stirred solution of Pd2(dba)3 (139 mg), BINAP (284 mg), and cesium carbonate (2.0 g) in toluene (50 mL) was added butylamine (0.45 mL), and the reaction mixture was heated at 80° C. for 15 min. A solution of methyl 4-nitro-3-{[(trifluoromethyl)sulfonyl]oxy}benzoate (1.0 g) in toluene (15 mL) was added dropwise over 1 h. The mixture was cooled to room temperature, filtered through diatomaceous earth, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 3:1 ethyl acetate/hexanes) provided 670 mg of the title compound as a yellow oil: ESI MS m/z 550 [M+H]+.

出典