반응 #41779

반응 방정식

methyl-5-hydroxypyridine-3-carboxylate

Potassium bis(trimethylsilyl)amide

1-fluoro-4-nitrobenzene

Potassium carbonate

→

methyl-5-(4-nitrophenoxy)pyridine-3-carboxylate

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   농축The reaction mixture was then concentrated
2. 2
   기타partitioned between ethyl acetate and water
3. 3
   기타The organic layer was separated
4. 4
   세척washed with brine
5. 5
   기타dried
6. 6
   여과filtered
7. 7
   농축concentrated in vacuum
8. 8
   기타to give brown solid
9. 9
   기타Purification on silica gel methyl-5-(4-nitrophenoxy)pyridine-3-carboxylate

실험 절차

The mixture containing methyl-5-hydroxypyridine-3-carboxylate (1 eq), Potassium bis(trimethylsilyl)amide (1.2 eq) was stirred in N,N-dimethylformamide for 2 hours at room temperature. To this mixture was added 1-fluoro-4-nitrobenzene (1.1 eq) and Potassium carbonate (1.2 eq) and stirred at 80° C. for 16 h. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered and concentrated in vacuum to give brown solid. Purification on silica gel methyl-5-(4-nitrophenoxy)pyridine-3-carboxylate. MS: MH+=274.

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