반응 #1147118

반응 방정식

2-bromo-3-methoxypyridine

3-nitrophenylboronic acid

sodium carbonate

→

3-(3-methoxypyridin-2-yl)nitrobenzene

수율 90.2%

용매

ethyl acetate

1,2-dimethoxyethane

반응 조건

후처리

1. 1
   온도cooled to room temperature
2. 2
   기타The organic layer was separated
3. 3
   세척washed with water and brine
4. 4
   건조dried over sodium sulfate
5. 5
   기타The solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by column chromatography (silica gel 40 g, 25% ethyl acetate in n-hexane)

실험 절차

To a suspension of 2-bromo-3-methoxypyridine (1.54 g), 3-nitrophenylboronic acid (1.77 g) and tetrakis(triphenylphosphine)-palladium (473 mg) in 1,2-dimethoxyethane (30 ml) was added 2M aqueous solution of sodium carbonate (10.6 ml). The mixture was stirred at 80° C. for 15 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 40 g, 25% ethyl acetate in n-hexane) to give 3-(3-methoxypyridin-2-yl)nitrobenzene (1.7 g).

출처