반응 #41775

반응 방정식

2-bromo-1-methyl-4-nitrobenzene

3-chloro-4-pyridine boronic acid hydrate

sodium carbonate

→

3-chloro-4-(2-methyl-5-nitrophenyl)pyridine

용매

dimethoxyethane

water

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   농축The reaction mixture was concentrated
3. 3
   기타partitioned between ethyl acetate and water
4. 4
   세척The organic layer was washed with brine
5. 5
   건조dried with sodium sulfate
6. 6
   농축concentrated
7. 7
   기타Purification on silica gel

실험 절차

Nitrogen was bubbled through a solution of 2-bromo-1-methyl-4-nitrobenzene (1 eq) in dimethoxyethane and water (3:1) for 0.5 h. Bis(diphenylphosphino)ferrocene Palladium(II)chloride (0.05 eq) followed by 3-chloro-4-pyridine boronic acid hydrate (1 eq) and sodium carbonate (3 eq) was added and the mixture was heated to 90° C. for 16 h under nitrogen. The reaction mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was washed with brine and dried with sodium sulfate and concentrated. Purification on silica gel gave 3-chloro-4-(2-methyl-5-nitrophenyl)pyridine. MS: MH+=248.

출처