반응 #63602

반응 방정식

thiophene

ethanol

2-chloro-N-(2-methyl-4-nitrophenyl)acetamide

hydrogen

→

N-(4-amino-2-methylphenyl)-2-chloroacetamide

수율 92.0%

용매

methanol

반응 조건

후처리

1. 1
   여과the catalyst was filtered off
2. 2
   기타the filtrate was evaporated
3. 3
   기타The solid residue was purified by column-chromatography over silica gel using
4. 4
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
5. 5
   기타The pure fractions were collected
6. 6
   기타the eluent was evaporated
7. 7
   여과The product was filtered off
8. 8
   기타dried

실험 절차

To 1 part of a solution of 2 parts of thiophene in 40 parts of ethanol were added 15 parts of 2-chloro-N-(2-methyl-4-nitrophenyl)acetamide and 400 parts of methanol. The whole was hydrogenated at normal pressure and at room temperature with 2 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The solid residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was suspended in 2,2'-oxybispropane. The product was filtered off and dried, yielding 12 parts (92%)of N-(4-amino-2-methylphenyl)-2-chloroacetamide (intermediate 70).

출처