반응 #52990

반응 방정식

4-Amino-2,6-dichlorobenzoic acid methyl ester

NaNO2

HBr

→

4-bromo-2,6-dichlorobenzoic acid methyl ester

용매

water

반응 조건

후처리

1. 1
   온도the mixture was warmed up to 100° C
2. 2
   workup.STIRRINGThe mixture was then stirred at 100° C. for 30 min
3. 3
   추출extracted with AcOEt
4. 4
   건조The extract was dried (MgSO4)
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The residue was purified by column chromatography (silica gel; eluent: hexane and AcOEt 50:1)

실험 절차

4-Amino-2,6-dichlorobenzoic acid methyl ester (1.00 g) was suspended in 40% aq. HBr and the mixture was cooled lto 0-5° C. After NaNO2 (376 mg) was added in small portions, the mixture was stirred for about 5 min. Copper (100 mg) was added and the mixture was warmed up to 100° C. The mixture was then stirred at 100° C. for 30 min, diluted with water and extracted with AcOEt. The extract was dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (silica gel; eluent: hexane and AcOEt 50:1) to give 4-bromo-2,6-dichlorobenzoic acid methyl ester (1.07 g).

출처