반응 #42575

반응 방정식

3-Iodo-5-(methoxycarbonyl)benzoic acid

diisopropylethylamine

HATU

N-methylbutylamine

→

title compound

Methyl 3-{[butyl(methyl)amino]carbonyl}-5-iodobenzoate

용매

DMF

반응 조건

후처리

1. 1
   기타The reaction is partitioned between ethyl acetate and water
2. 2
   세척The organic layer is washed with saturated sodium bicarbonate, and saturated sodium chloride
3. 3
   건조dried (sodium sulfate)
4. 4
   여과filtered
5. 5
   농축concentrated under reduced pressure
6. 6
   기타Purification by flash column chromatography (silica, 40% ethyl acetate/hexane)

실험 절차

3-Iodo-5-(methoxycarbonyl)benzoic acid (1 g, 3.3 mmol) is dissolved in DMF (10 mL), and diisopropylethylamine (1.7 mL, 9.8 mmol), HATU (1.5 g, 3.9 mmol), and N-methylbutylamine (581 μL, 4.9 mmol) are added. The reaction stirred at room temperature 2 h. The reaction is partitioned between ethyl acetate and water. The organic layer is washed with saturated sodium bicarbonate, and saturated sodium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 40% ethyl acetate/hexane) provides the title compound. ESI MS m/z 376.1 [M+H]+.

출처