تفاعل #41779

معادلة التفاعل

methyl-5-hydroxypyridine-3-carboxylate

Potassium bis(trimethylsilyl)amide

1-fluoro-4-nitrobenzene

Potassium carbonate

→

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

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was then concentrated
2. 2
   أخرىpartitioned between ethyl acetate and water
3. 3
   أخرىThe organic layer was separated
4. 4
   غسيلwashed with brine
5. 5
   أخرىdried
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuum
8. 8
   أخرىto give brown solid
9. 9
   أخرىPurification on silica gel methyl-5-(4-nitrophenoxy)pyridine-3-carboxylate

الإجراء التجريبي

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.

المصدر