반응 #167408

반응 방정식

LiHMDS

4-Methyl-pyridin-3-ylamine

1-fluoro-2-nitro-benzene

→

product

수율 28.3%

(4-Methyl-pyridin-3-yl)-(2-nitro-phenyl)-amine

수율 28.3%

용매

hexane

ethyl acetate

ethyl acetate

THF

THF

THF

반응 조건

후처리

1. 1
   기타The resulting reaction mass
2. 2
   농축concentrated under reduced pressure
3. 3
   기타The crude residue was purified by column chromatography on silica gel (50% ethyl acetate in hexane)

실험 절차

1M LiHMDS solution (9.25 mL, 9.25 mmol) in THF was added drop wise to a cooled solution of 4-Methyl-pyridin-3-ylamine (1 g, 9.25 mmol) in THF (10 mL) at 0° C. under nitrogen atmosphere. The resulting mixture was added drop wise to a solution of 1-fluoro-2-nitro-benzene (0.98 mL, 9.25 mmol) in THF at 0° C. The resulting reaction mass was stirred at room temperature overnight. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mixture was diluted with ethyl acetate and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel (50% ethyl acetate in hexane) to afford 600 mg of the product (28.32% yield).

출처